promethazine Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
2286 60-87-7

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • promethazine
  • diphergan
  • proazamine
  • prometazin
  • protazine
  • promethazine hydrochloride
  • promethazine HCl
A phenothiazine derivative with histamine H1-blocking, antimuscarinic, and sedative properties. It is used as an antiallergic, in pruritus, for motion sickness and sedation, and also in animals.
  • Molecular weight: 284.42
  • Formula: C17H20N2S
  • CLOGP: 4.60
  • LIPINSKI: 0
  • HAC: 2
  • HDO: 0
  • TPSA: 6.48
  • ALOGS: -4.07
  • ROTB: 3

  • Status: OFP

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
25 mg O
25 mg P
25 mg R

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 1 Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 2 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 5.03 ┬ÁM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 25 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
Vd (Volume of distribution) 14 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 14 mL/min/kg Lombardo F, Berellini G, Obach RS
fu (Fraction unbound in plasma) 0.09 % Lombardo F, Berellini G, Obach RS
t_half (Half-life) 14 hours Lombardo F, Berellini G, Obach RS

Approvals:

DateAgencyCompanyOrphan
March 29, 1951 FDA DELCOR ASSET CORP

FDA Adverse Event Reporting System (Female)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Intentional self-injury 6053.80 9.99 2023 72462 22143 46589434
Intentional overdose 4875.76 9.99 2271 72214 62673 46548904
Akathisia 500.48 9.99 245 74240 7469 46604108
Depressed level of consciousness 375.28 9.99 420 74065 47149 46564428
Tachycardia 361.30 9.99 603 73882 99019 46512558
Mydriasis 268.26 9.99 182 74303 10371 46601206
Cholecystitis chronic 252.53 9.99 175 74310 10324 46601253
Drug ineffective 224.02 9.99 468 74017 677370 45934207
Rheumatoid arthritis 186.55 9.99 75 74410 240140 46371437
Anxiety 151.55 9.99 633 73852 181324 46430253
Toxicity to various agents 147.93 9.99 699 73786 211067 46400510
Drug abuse 129.73 9.99 302 74183 63106 46548471
Hallucination 111.16 9.99 246 74239 49705 46561872
Treatment failure 109.01 9.99 11 74474 93076 46518501
Suicide attempt 108.08 9.99 258 74227 54778 46556799
Injury 99.28 9.99 218 74267 43809 46567768
Nausea 98.51 9.99 1589 72896 685865 45925712
Contraindicated product administered 94.78 9.99 9 74476 79938 46531639
Poisoning 94.25 9.99 114 74371 13880 46597697
Off label use 92.22 9.99 305 74180 379536 46232041
Vomiting 91.51 9.99 1113 73372 451681 46159896
Somnolence 89.72 9.99 489 73996 156032 46455545
Biliary dyskinesia 80.58 9.99 52 74433 2721 46608856
Drug intolerance 78.93 9.99 71 74414 146978 46464599
Gallbladder disorder 77.19 9.99 116 74369 17382 46594195
Sinus tachycardia 76.91 9.99 130 74355 21519 46590058
Agitation 74.65 9.99 226 74259 55189 46556388
Gallbladder injury 72.60 9.99 38 74447 1336 46610241
Joint swelling 69.68 9.99 98 74387 165975 46445602
Synovitis 69.50 9.99 8 74477 61067 46550510
Emotional distress 69.16 9.99 152 74333 30555 46581022
Completed suicide 67.52 9.99 431 74054 145489 46466088
Migraine 67.30 9.99 255 74230 69771 46541806
Muscle twitching 50.65 9.99 87 74398 14585 46596992
Accidental overdose 50.58 9.99 104 74381 19962 46591615
Cholelithiasis 49.52 9.99 155 74330 38526 46573051
Snoring 48.95 9.99 42 74443 3400 46608177
Incoherent 46.53 9.99 46 74439 4466 46607111
Dependence 45.98 9.99 32 74453 1899 46609678
Serotonin syndrome 45.87 9.99 112 74373 24108 46587469
Opisthotonus 45.74 9.99 18 74467 319 46611258
Therapeutic product effect incomplete 45.28 9.99 35 74450 78118 46533459
Arthralgia 44.60 9.99 370 74115 364233 46247344
Glossodynia 43.26 9.99 9 74476 44364 46567213
Accidental death 42.74 9.99 30 74455 1805 46609772
Formication 42.04 9.99 41 74444 3915 46607662
Hand deformity 40.68 9.99 4 74481 34570 46577007
Cardiac failure 37.85 9.99 43 74442 79905 46531672
Respiratory arrest 37.44 9.99 129 74356 33687 46577890
Therapeutic product effect decreased 37.42 9.99 46 74439 82555 46529022
Lethargy 37.12 9.99 171 74314 51000 46560577
Hepatic enzyme increased 34.53 9.99 48 74437 81739 46529838
Mental status changes 34.37 9.99 136 74349 37952 46573625
Abdominal pain 33.83 9.99 535 73950 229496 46382081
Electrocardiogram QRS complex shortened 33.66 9.99 15 74470 367 46611210
Rash 33.38 9.99 386 74099 356126 46255451
Dysarthria 33.12 9.99 133 74352 37365 46574212
Pupillary reflex impaired 33.06 9.99 27 74458 2041 46609536
Abdominal discomfort 32.81 9.99 127 74358 151038 46460539
Infusion related reaction 32.19 9.99 71 74414 101137 46510440
Lower respiratory tract infection 31.49 9.99 25 74460 55064 46556513
Exposure via ingestion 31.48 9.99 33 74452 3434 46608143
Hereditary angioedema 30.90 9.99 41 74444 5475 46606102
Arthropathy 30.74 9.99 55 74430 84645 46526932
Loss of consciousness 29.07 9.99 282 74203 107956 46503621
Suicidal ideation 28.84 9.99 171 74314 56211 46555366
Drug reaction with eosinophilia and systemic symptoms 28.79 9.99 6 74479 29542 46582035
Nasopharyngitis 28.75 9.99 137 74348 153861 46457716
C-reactive protein increased 28.29 9.99 31 74454 58559 46553018
Anticholinergic syndrome 27.66 9.99 23 74462 1783 46609794
Fatigue 27.39 9.99 1209 73276 607488 46004089
Infection 26.63 9.99 116 74369 133476 46478101
Drug hypersensitivity 26.60 9.99 541 73944 243284 46368293
Deep vein thrombosis 25.58 9.99 216 74269 79557 46532020
Cholestasis 25.11 9.99 6 74479 26887 46584690
Drug screen positive 25.07 9.99 31 74454 3860 46607717
Product counterfeit 24.87 9.99 9 74476 125 46611452
Acute kidney injury 24.59 9.99 249 74236 235606 46375971
Drug abuser 24.53 9.99 28 74457 3205 46608372
Depression 24.00 9.99 393 74092 169711 46441866
Systemic lupus erythematosus 23.94 9.99 42 74443 65138 46546439
Renal impairment 23.79 9.99 52 74433 74320 46537257
Restlessness 23.72 9.99 92 74393 25432 46586145
Neutropenia 23.03 9.99 134 74351 143070 46468507
Product use issue 22.86 9.99 76 74409 94568 46517009
Arthritis 22.38 9.99 57 74428 77259 46534318
Device expulsion 22.32 9.99 8 74477 27534 46584043
Fall 22.01 9.99 381 74104 328716 46282861
Somatic delusion 21.61 9.99 13 74472 600 46610977
Pancreatitis chronic 21.57 9.99 20 74465 1793 46609784
Melaena 20.97 9.99 9 74476 27763 46583814
Poor feeding infant 20.83 9.99 9 74476 204 46611373
Therapeutic response decreased 20.64 9.99 23 74462 43122 46568455
Hyperreflexia 20.61 9.99 33 74452 5221 46606356
Gallbladder hypofunction 20.57 9.99 12 74473 523 46611054
Cholecystitis 20.41 9.99 60 74425 14406 46597171
Mental disorder 20.17 9.99 80 74405 22345 46589232
Overdose 20.14 9.99 250 74235 101729 46509848
Hepatocellular injury 20.11 9.99 11 74474 29511 46582066
Dehydration 20.11 9.99 362 74123 159178 46452399
Hypopnoea 20.09 9.99 22 74463 2406 46609171
Hyponatraemia 19.58 9.99 89 74396 101243 46510334
Peripheral swelling 19.45 9.99 160 74325 157911 46453666
Impaired gastric emptying 19.36 9.99 41 74444 8031 46603546
Pericarditis 19.31 9.99 7 74478 23920 46587657
Wound 19.21 9.99 24 74461 42778 46568799
Alopecia 18.82 9.99 167 74318 162247 46449330
Gallbladder cholesterolosis 18.73 9.99 13 74472 768 46610809
Cholecystectomy 18.40 9.99 43 74442 8999 46602578
Helplessness 17.33 9.99 8 74477 213 46611364
Cough 17.22 9.99 261 74224 229988 46381589
General physical health deterioration 17.22 9.99 111 74374 115658 46495919
Cholesterosis 17.16 9.99 10 74475 435 46611142
Cardiac arrest 17.16 9.99 220 74265 90179 46521398
Base excess increased 17.07 9.99 4 74481 9 46611568
Cytomegalovirus infection 17.04 9.99 4 74481 18140 46593437
Interstitial lung disease 17.02 9.99 38 74447 53911 46557666
Product use in unapproved indication 17.02 9.99 80 74405 90193 46521384
Illness anxiety disorder 16.96 9.99 7 74478 141 46611436
Pupil fixed 16.75 9.99 17 74468 1703 46609874
Coma blister 16.65 9.99 7 74478 148 46611429
Herpes zoster 16.05 9.99 55 74430 67817 46543760
Drug resistance 15.97 9.99 4 74481 17364 46594213
Differential white blood cell count abnormal 15.79 9.99 11 74474 654 46610923
Dyspnoea 15.68 9.99 668 73817 514880 46096697
Drug withdrawal syndrome 15.27 9.99 85 74400 27299 46584278
Blastocystis infection 15.16 9.99 4 74481 17 46611560
Biliary colic 15.15 9.99 23 74462 3475 46608102
Pneumocystis jirovecii pneumonia 15.05 9.99 3 74482 15245 46596332
Miosis 15.04 9.99 33 74452 6624 46604953
Paranoia 15.00 9.99 44 74441 10553 46601024
Electrocardiogram QT prolonged 14.90 9.99 136 74349 51189 46560388
Blood pressure fluctuation 14.82 9.99 16 74469 30432 46581145
Drug interaction 14.58 9.99 232 74253 202862 46408715
Mobility decreased 14.39 9.99 49 74436 60545 46551032
Hypoglycaemia 14.28 9.99 42 74443 54307 46557270
Uterine perforation 14.18 9.99 34 74451 7233 46604344
Cardio-respiratory arrest 14.15 9.99 152 74333 59717 46551860
Inflammation 14.08 9.99 36 74449 48745 46562832
Ureteric stenosis 14.05 9.99 10 74475 615 46610962
Injection site erythema 14 9.99 66 74419 74361 46537216
Maternal exposure during pregnancy 13.92 9.99 101 74384 102448 46509129
Thrombocytopenia 13.86 9.99 132 74353 126449 46485128
pH body fluid increased 13.79 9.99 3 74482 4 46611573
Breast cancer 13.60 9.99 33 74452 45485 46566092
Red blood cell sedimentation rate increased 13.57 9.99 10 74475 22879 46588698
Hepatitis 13.50 9.99 19 74466 32196 46579381
Jaw clicking 13.50 9.99 4 74481 28 46611549
Basal cell carcinoma 13.43 9.99 8 74477 20479 46591098
Sports injury 13.26 9.99 4 74481 30 46611547
Blood potassium decreased 13.24 9.99 105 74380 37958 46573619
Attention-seeking behaviour 12.95 9.99 5 74480 84 46611493
Vasoplegia syndrome 12.90 9.99 12 74473 1080 46610497
Osteonecrosis of jaw 12.78 9.99 22 74463 34380 46577197
Agranulocytosis 12.76 9.99 10 74475 22175 46589402
Ventricular septal defect 12.73 9.99 23 74462 4011 46607566
Fallot's tetralogy 12.58 9.99 5 74480 91 46611486
Bradycardia 12.35 9.99 59 74426 66239 46545338
Hypersensitivity 12.06 9.99 168 74317 150153 46461424
Heart rate decreased 12.05 9.99 20 74465 31703 46579874
Water intoxication 11.83 9.99 8 74477 453 46611124
Ischaemic stroke 11.73 9.99 6 74479 16716 46594861
Femur fracture 11.72 9.99 26 74459 36971 46574606
Pancytopenia 11.43 9.99 84 74401 84974 46526603
Acute lung injury 11.36 9.99 12 74473 1259 46610318
Atrial fibrillation 11.34 9.99 108 74377 103482 46508095
Product quality issue 11.33 9.99 25 74460 35623 46575954
Intentional product misuse 11.30 9.99 120 74365 47008 46564569
Drug dependence 11.25 9.99 62 74423 19839 46591738
Gamma-glutamyltransferase increased 11.16 9.99 21 74464 31719 46579858
Lipase decreased 11.16 9.99 4 74481 54 46611523
Injection site reaction 11.16 9.99 39 74446 47810 46563767
Swelling 11.15 9.99 136 74349 124375 46487202
Seizure 11.15 9.99 266 74219 122788 46488789
Anhedonia 11.07 9.99 39 74446 10296 46601281
Fear of disease 11.01 9.99 11 74474 1081 46610496
Heart rate increased 10.98 9.99 174 74311 74617 46536960
Infusion site macule 10.98 9.99 3 74482 15 46611562
Skin ulcer 10.96 9.99 22 74463 32436 46579141
Osteoporosis 10.94 9.99 31 74454 40577 46571000
Finger amputation 10.86 9.99 8 74477 519 46611058
Neonatal tachycardia 10.82 9.99 3 74482 16 46611561
Musculoskeletal stiffness 10.80 9.99 102 74383 97891 46513686
Jugular vein thrombosis 10.79 9.99 17 74468 2653 46608924
Injection site pain 10.78 9.99 114 74371 107038 46504539
Hyperkalaemia 10.74 9.99 43 74442 50666 46560911
Prolonged rupture of membranes 10.60 9.99 4 74481 63 46611514
Lentigo 10.53 9.99 6 74479 250 46611327
Toxic epidermal necrolysis 10.52 9.99 12 74473 22266 46589311
Psoriasis 10.38 9.99 78 74407 78526 46533051
Hyperkinetic heart syndrome 10.38 9.99 3 74482 19 46611558
Retroplacental haematoma 10.37 9.99 5 74480 147 46611430
Arm amputation 10.25 9.99 3 74482 20 46611557
Unresponsive to stimuli 10.24 9.99 87 74398 32087 46579490
Patient uncooperative 10.22 9.99 5 74480 152 46611425
Respiratory rate decreased 10.16 9.99 18 74467 3092 46608485
Myocardial infarction 10.13 9.99 103 74382 97425 46514152
Intestinal ischaemia 10.04 9.99 29 74456 6896 46604681
Condition aggravated 10.03 9.99 306 74179 244746 46366831
Pain 10.02 9.99 887 73598 476061 46135516
Radial pulse abnormal 10.00 9.99 3 74482 22 46611555

FDA Adverse Event Reporting System (Male)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Intentional self-injury 1949.24 11.04 663 28774 12869 29910172
Intentional overdose 1507.08 11.04 758 28679 40723 29882318
Akathisia 154.48 11.04 87 29350 5817 29917224
Depressed level of consciousness 103.92 11.04 156 29281 38066 29884975
Tachycardia 80.94 11.04 205 29232 73534 29849507
Agitation 65.32 11.04 156 29281 53917 29869124
Neuroleptic malignant syndrome 64.77 11.04 80 29357 16215 29906826
Vomiting 64.28 11.04 402 29035 219416 29703625
Nausea 62.88 11.04 502 28935 296455 29626586
Respiratory arrest 61.15 11.04 106 29331 29152 29893889
Sinus tachycardia 59.83 11.04 75 29362 15429 29907612
Mydriasis 59.67 11.04 49 29388 6094 29916947
Drug ineffective 59.30 11.04 157 29280 340230 29582811
Somnolence 56.55 11.04 216 29221 96547 29826494
Poisoning 47.04 11.04 57 29380 11325 29911716
Off label use 44.85 11.04 113 29324 249177 29673864
Toxicity to various agents 43.83 11.04 311 29126 176872 29746169
Product counterfeit 38.65 11.04 12 29425 170 29922871
Lethargy 38.34 11.04 105 29332 39414 29883627
Exposure during pregnancy 36.04 11.04 45 29392 9216 29913825
Overdose 35.86 11.04 171 29266 84166 29838875
Drug abuse 33.16 11.04 164 29273 81908 29841133
Dysarthria 31.57 11.04 83 29354 30407 29892634
Hallucination 30.68 11.04 112 29325 48947 29874094
Consciousness fluctuating 29.81 11.04 16 29421 972 29922069
Loss of consciousness 28.17 11.04 153 29284 79222 29843819
Anxiety 27.81 11.04 167 29270 89704 29833337
Cardio-respiratory arrest 25.66 11.04 118 29319 57188 29865853
Pyomyositis 24.10 11.04 8 29429 142 29922899
Interstitial lung disease 23.61 11.04 15 29422 60182 29862859
Dehydration 22.87 11.04 203 29234 123336 29799705
Opisthotonus 22.81 11.04 10 29427 388 29922653
Dextrocardia 22.80 11.04 8 29429 169 29922872
Dystonia 22.65 11.04 37 29400 9690 29913351
Acute kidney injury 22.14 11.04 168 29269 273674 29649367
Atrial septal defect 22.08 11.04 30 29407 6671 29916370
Foetal alcohol syndrome 21.47 11.04 8 29429 202 29922839
Suicide attempt 21.46 11.04 82 29355 36615 29886426
General physical health deterioration 20.60 11.04 42 29395 99902 29823139
Sedation 20.57 11.04 48 29389 16325 29906716
Renal impairment 20.38 11.04 32 29405 84152 29838889
Paralysis 20.34 11.04 27 29410 5874 29917167
Exposure via ingestion 19.63 11.04 18 29419 2593 29920448
Hepatic ischaemia 19.47 11.04 9 29428 396 29922645
Failure to thrive 19.25 11.04 31 29406 8023 29915018
Breathing-related sleep disorder 18.89 11.04 7 29430 174 29922867
General symptom 18.48 11.04 11 29426 815 29922226
Confusional state 18.39 11.04 208 29229 134626 29788415
Respiratory depression 18.19 11.04 37 29400 11466 29911575
Serotonin syndrome 17.80 11.04 48 29389 17843 29905198
Treatment failure 17.67 11.04 6 29431 34673 29888368
Angioedema 17.44 11.04 6 29431 34378 29888663
Rheumatoid arthritis 16.52 11.04 10 29427 41187 29881854
Pupil fixed 16.52 11.04 14 29423 1818 29921223
Completed suicide 16.15 11.04 159 29278 99333 29823708
Red blood cells urine positive 15.91 11.04 13 29424 1604 29921437
Conduction disorder 15.75 11.04 14 29423 1937 29921104
Drug withdrawal syndrome 15.71 11.04 49 29388 19760 29903281
Fatigue 15.67 11.04 419 29018 320254 29602787
Myocardial infarction 15.56 11.04 67 29370 125558 29797483
Inappropriate schedule of product administration 15.44 11.04 10 29427 39718 29883323
Obsessive thoughts 15.18 11.04 9 29428 662 29922379
Condition aggravated 15.04 11.04 77 29360 137789 29785252
Patent ductus arteriosus 14.97 11.04 17 29420 3152 29919889
Drug withdrawal syndrome neonatal 14.94 11.04 17 29420 3158 29919883
Fallot's tetralogy 14.77 11.04 6 29431 192 29922849
Skin swelling 14.68 11.04 10 29427 937 29922104
Drug hypersensitivity 13.92 11.04 115 29322 68404 29854637
Hepatocellular injury 13.71 11.04 4 29433 25467 29897574
Protein urine present 13.69 11.04 20 29417 4755 29918286
Psoriasis 13.61 11.04 13 29424 42493 29880548
Poor quality product administered 13.52 11.04 12 29425 1657 29921384
Incision site pain 13.51 11.04 13 29424 1991 29921050
Foetal death 13.37 11.04 6 29431 246 29922795
Hyperkalaemia 13.37 11.04 28 29409 65982 29857059
Unresponsive to stimuli 13.02 11.04 56 29381 26363 29896678
Foetal exposure during pregnancy 13.01 11.04 71 29366 36800 29886241
Snoring 12.80 11.04 15 29422 2876 29920165
Cardiomegaly 12.55 11.04 37 29400 14472 29908569
Acute chest syndrome 12.53 11.04 6 29431 286 29922755
Therapeutic product effect incomplete 12.50 11.04 9 29428 33825 29889216
Environmental exposure 12.47 11.04 6 29431 289 29922752
Restlessness 12.00 11.04 49 29388 22550 29900491
Cardiac arrest 11.65 11.04 141 29296 92709 29830332
Cholestasis 11.58 11.04 5 29432 24945 29898096
Disorganised speech 11.48 11.04 7 29430 542 29922499
Product use in unapproved indication 11.28 11.04 36 29401 73657 29849384
Drug resistance 11.13 11.04 3 29434 20130 29902911
Myocarditis 11.13 11.04 28 29409 9983 29913058

Pharmacologic Action:

SourceCodeDescription
ATC D04AA10 DERMATOLOGICALS
ANTIPRURITICS, INCL. ANTIHISTAMINES, ANESTHETICS, ETC.
ANTIPRURITICS, INCL. ANTIHISTAMINES, ANESTHETICS, ETC.
Antihistamines for topical use
ATC R06AD02 RESPIRATORY SYSTEM
ANTIHISTAMINES FOR SYSTEMIC USE
ANTIHISTAMINES FOR SYSTEMIC USE
Phenothiazine derivatives
ATC R06AD52 RESPIRATORY SYSTEM
ANTIHISTAMINES FOR SYSTEMIC USE
ANTIHISTAMINES FOR SYSTEMIC USE
Phenothiazine derivatives
ATC V03AB05 VARIOUS
ALL OTHER THERAPEUTIC PRODUCTS
ALL OTHER THERAPEUTIC PRODUCTS
Antidotes
FDA CS M0016525 Phenothiazines
FDA EPC N0000175746 Phenothiazine
MeSH PA D018926 Anti-Allergic Agents
MeSH PA D000982 Antipruritics
MeSH PA D003879 Dermatologic Agents
MeSH PA D018494 Histamine Agents
MeSH PA D006633 Histamine Antagonists
MeSH PA D006634 Histamine H1 Antagonists
MeSH PA D018377 Neurotransmitter Agents
CHEBI has role CHEBI:35717 sedatives
CHEBI has role CHEBI:36333 local anesthetics
CHEBI has role CHEBI:37955 h1-receptor blockers
CHEBI has role CHEBI:50857 anti-allergic agents
CHEBI has role CHEBI:50919 antiemetico
CHEBI has role CHEBI:59683 anti-itching drug
CHEBI has role CHEBI:149553 anti-coronaviral agents

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Vasomotor rhinitis indication 8229003 DOID:4730
Nausea and vomiting indication 16932000
General anesthesia indication 50697003
Sedation indication 72641008
Urticaria indication 126485001
Seasonal allergic rhinitis indication 367498001
Allergic conjunctivitis indication 473460002 DOID:11204

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 9.19 Basic
pKa2 3.55 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Histamine H1 receptor GPCR ANTAGONIST Ki 9.62 WOMBAT-PK CHEMBL
D(1A) dopamine receptor GPCR Ki 5.86 DRUG MATRIX
Alpha-2A adrenergic receptor GPCR Ki 6.59 DRUG MATRIX
Sigma non-opioid intracellular receptor 1 Membrane receptor Ki 6.92 DRUG MATRIX
Sodium-dependent noradrenaline transporter Transporter Ki 5.38 DRUG MATRIX
5-hydroxytryptamine receptor 1A GPCR Ki 5.83 DRUG MATRIX
5-hydroxytryptamine receptor 2B GPCR Ki 7.37 DRUG MATRIX
5-hydroxytryptamine receptor 2C GPCR Ki 8.19 DRUG MATRIX
5-hydroxytryptamine receptor 6 GPCR Ki 5.95 DRUG MATRIX
Alpha-2B adrenergic receptor GPCR Ki 7.62 DRUG MATRIX
D(3) dopamine receptor GPCR Ki 6.72 DRUG MATRIX
Histamine H2 receptor GPCR Ki 5.94 DRUG MATRIX
Muscarinic acetylcholine receptor M1 GPCR Ki 8.48 DRUG MATRIX
Muscarinic acetylcholine receptor M2 GPCR Ki 7.92 DRUG MATRIX
Muscarinic acetylcholine receptor M3 GPCR Ki 8.38 DRUG MATRIX
Muscarinic acetylcholine receptor M4 GPCR Ki 8.97 DRUG MATRIX
Muscarinic acetylcholine receptor M5 GPCR Ki 8.48 DRUG MATRIX
Alpha-2C adrenergic receptor GPCR Ki 6.45 DRUG MATRIX
Alpha-1D adrenergic receptor GPCR Ki 7.49 DRUG MATRIX
Solute carrier family 22 member 1 Transporter IC50 4.45 CHEMBL
Sodium channel alpha subunits; brain (Types I, II, III) Ion channel IC50 5.16 CHEMBL
Major prion protein Surface antigen EC50 5.10 CHEMBL
Sodium-dependent serotonin transporter Transporter IC50 5.12 CHEMBL
Cholinesterase Enzyme Ki 7.10 WOMBAT-PK
Alpha-1A adrenergic receptor GPCR WOMBAT-PK
5-hydroxytryptamine receptor 2A GPCR Ki 6.77 WOMBAT-PK
Aldehyde oxidase Enzyme IC50 6.29 WOMBAT-PK
Histamine H4 receptor GPCR Ki 6.82 WOMBAT-PK
D(2) dopamine receptor GPCR Ki 6.61 WOMBAT-PK
Cytochrome P450 2D6 Enzyme Ki 5.42 WOMBAT-PK
FAD-linked sulfhydryl oxidase ALR Enzyme AC50 6.44 CHEMBL
Alpha-1B adrenergic receptor GPCR Ki 7.68 DRUG MATRIX
Chloroquine resistance transporter Unclassified IC50 4.07 CHEMBL
Pleiotropic ABC efflux transporter of multiple drugs Transporter IC50 4.75 CHEMBL
5-hydroxytryptamine receptor 1A GPCR IC50 5.59 CHEMBL
Alpha-1A adrenergic receptor GPCR IC50 7.10 CHEMBL

External reference:

IDSource
4019910 VUID
N0000147995 NUI
D00480 KEGG_DRUG
58-33-3 SECONDARY_CAS_RN
4017846 VANDF
4019910 VANDF
C0699114 UMLSCUI
CHEBI:8461 CHEBI
CHEMBL643 ChEMBL_ID
CHEMBL251904 ChEMBL_ID
CHEMBL1200750 ChEMBL_ID
D011398 MESH_DESCRIPTOR_UI
DB01069 DRUGBANK_ID
4927 PUBCHEM_CID
7282 IUPHAR_LIGAND_ID
516 INN_ID
FF28EJQ494 UNII
142445 RXNORM
2141 MMSL
5367 MMSL
d00787 MMSL
001483 NDDF
004459 NDDF
14905007 SNOMEDCT_US
372871004 SNOMEDCT_US
8372007 SNOMEDCT_US

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
PROMETHAZINE HYDROCHLORIDE AND CODEINE PHOSPHATE HUMAN PRESCRIPTION DRUG LABEL 2 0121-0547 SYRUP 6.25 mg ORAL ANDA 30 sections
Promethazine VC with Codeine Oral Solution HUMAN PRESCRIPTION DRUG LABEL 3 0121-0925 SOLUTION 6.25 mg ORAL ANDA 29 sections
Promethazine VC HUMAN PRESCRIPTION DRUG LABEL 2 0121-0926 SOLUTION 6.25 mg ORAL ANDA 25 sections
Promethazine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0121-0927 SOLUTION 6.25 mg ORAL ANDA 25 sections
Promethazine with Codeine HUMAN PRESCRIPTION DRUG LABEL 2 0121-0928 SOLUTION 6.25 mg ORAL ANDA 29 sections
Promethazine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0440-5195 TABLET 25 mg ORAL ANDA 11 sections
Promethazine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0440-8195 TABLET 25 mg ORAL ANDA 12 sections
PHENULLDOZ HUMAN PRESCRIPTION DRUG LABEL 1 0591-2985 SUPPOSITORY 12.50 mg RECTAL ANDA 25 sections
PHENULLDOZ HUMAN PRESCRIPTION DRUG LABEL 1 0591-2992 SUPPOSITORY 25 mg RECTAL ANDA 25 sections
Promethazine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0591-5307 TABLET 25 mg ORAL ANDA 24 sections
Promethazine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0591-5319 TABLET 50 mg ORAL ANDA 24 sections
Promethazine HUMAN PRESCRIPTION DRUG LABEL 1 0615-1539 TABLET 12.50 mg ORAL ANDA 18 sections
promethazine hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0615-7668 TABLET 25 mg ORAL ANDA 24 sections
Promethazine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0615-8154 TABLET 25 mg ORAL ANDA 21 sections
Promethazine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0641-0928 INJECTION 25 mg INTRAMUSCULAR ANDA 25 sections
Promethazine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0641-0929 INJECTION 50 mg INTRAMUSCULAR ANDA 25 sections
Promethazine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0641-0948 INJECTION 25 mg INTRAMUSCULAR ANDA 25 sections
Promethazine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0641-0949 INJECTION 50 mg INTRAMUSCULAR ANDA 25 sections
Promethazine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0641-0955 INJECTION 25 mg INTRAMUSCULAR ANDA 25 sections
Promethazine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0641-0956 INJECTION 50 mg INTRAMUSCULAR ANDA 25 sections
Promethazine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0641-1495 INJECTION 25 mg INTRAMUSCULAR ANDA 25 sections
Promethazine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0641-1496 INJECTION 50 mg INTRAMUSCULAR ANDA 25 sections
PHENERGAN HUMAN PRESCRIPTION DRUG LABEL 1 0641-6082 INJECTION 25 mg INTRAMUSCULAR ANDA 25 sections
PHENERGAN HUMAN PRESCRIPTION DRUG LABEL 1 0641-6083 INJECTION 50 mg INTRAMUSCULAR ANDA 25 sections
PHENERGAN HUMAN PRESCRIPTION DRUG LABEL 1 0641-6084 INJECTION 25 mg INTRAMUSCULAR ANDA 26 sections
PHENERGAN HUMAN PRESCRIPTION DRUG LABEL 1 0641-6085 INJECTION 50 mg INTRAMUSCULAR ANDA 26 sections
Promethazine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0641-6099 INJECTION 25 mg INTRAMUSCULAR ANDA 26 sections
Promethazine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0641-6208 INJECTION 25 mg INTRAMUSCULAR ANDA 25 sections
PROMETHEGAN HUMAN PRESCRIPTION DRUG LABEL 1 0713-0132 SUPPOSITORY 50 mg RECTAL ANDA 21 sections
PROMETHEGAN HUMAN PRESCRIPTION DRUG LABEL 1 0713-0526 SUPPOSITORY 25 mg RECTAL ANDA 21 sections