prochlorperazine indications/contra

Stem definitionDrug idCAS RN
2274 58-38-8

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • prochlorperazine mesylate
  • prochlorperazine
  • capazine
  • chlormeprazine
  • chlorperazine
  • meterazin
  • meterazine
  • proazine
  • prochlorpemazine
  • prochlorperazin
  • prochlorpromazine
  • prochlorperazine maleate
  • prochlorperazine edisylate
  • prochlorperazine dimaleate
  • prochlorperzine
A phenothiazine antipsychotic used principally in the treatment of NAUSEA; VOMITING; and VERTIGO. It is more likely than CHLORPROMAZINE to cause EXTRAPYRAMIDAL DISORDERS. (From Martindale, The Extra Pharmacopoeia, 30th ed, p612)
  • Molecular weight: 373.94
  • Formula: C20H24ClN3S
  • CLOGP: 4.58
  • LIPINSKI: 0
  • HAC: 3
  • HDO: 0
  • TPSA: 9.72
  • ALOGS: -4.53
  • ROTB: 4

Drug dosage:

DoseUnitRoute
0.10 g O
50 mg P
0.10 g R

Approvals:

DateAgencyCompanyOrphan
Oct. 23, 1956 FDA GLAXOSMITHKLINE

FDA Adverse Event Reporting System

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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
Drug hypersensitivity 1016.66 33.63 225 468 35455 3349711
Completed suicide 171.41 33.63 55 638 31059 3354107
Vomiting 127.41 33.63 59 634 89472 3295694
Nausea 103.91 33.63 58 635 129587 3255579
Dystonia 99.38 33.63 23 670 3744 3381422
Anxiety 61.73 33.63 28 665 39601 3345565
Tremor 60.58 33.63 25 668 28119 3357047
Oral herpes 56.15 33.63 13 680 2104 3383062
Arthritis infective 55.75 33.63 11 682 833 3384333
Parkinsonism 54.65 33.63 13 680 2365 3382801
Extrapyramidal disorder 53.59 33.63 14 679 3729 3381437
Neutropenic sepsis 52.98 33.63 13 680 2693 3382473
Overdose 52.84 33.63 24 669 33954 3351212
Anaphylactic reaction 51.23 33.63 18 675 13036 3372130
Akathisia 48.13 33.63 12 681 2651 3382515
Dizziness 44.40 33.63 28 665 76484 3308682
Dyspnoea 43.70 33.63 31 662 102903 3282263
Thrombocytopenia 39.80 33.63 20 673 35248 3349918
Serotonin syndrome 39.68 33.63 12 681 5411 3379755
Movement disorder 39.66 33.63 11 682 3660 3381506
Constipation 39.31 33.63 19 674 30793 3354373
Mucosal inflammation 39.07 33.63 13 680 7970 3377196
Dysphoria 38.72 33.63 10 683 2538 3382628
Toxicity to various agents 37.07 33.63 21 672 47033 3338133
Rash 36.30 33.63 24 669 70797 3314369
Restlessness 35.95 33.63 12 681 7426 3377740
Neutropenia 34.93 33.63 18 675 33368 3351798

Pharmacologic Action:

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SourceCodeDescription
ATC N05AB04 NERVOUS SYSTEM
PSYCHOLEPTICS
ANTIPSYCHOTICS
Phenothiazines with piperazine structure
FDA EPC N0000175746 Phenothiazine
FDA Chemical/Ingredient N0000007544 Phenothiazines
MeSH PA D000932 Antiemetics
MeSH PA D014150 Antipsychotic Agents
MeSH PA D001337 Autonomic Agents
MeSH PA D002491 Central Nervous System Agents
MeSH PA D002492 Central Nervous System Depressants
MeSH PA D015259 Dopamine Agents
MeSH PA D018492 Dopamine Antagonists
MeSH PA D005765 Gastrointestinal Agents
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D018373 Peripheral Nervous System Agents
MeSH PA D011619 Psychotropic Drugs
MeSH PA D014149 Tranquilizing Agents
CHEBI has role CHEBI:50919 antiemetic
CHEBI has role CHEBI:48561 dopaminergic antagonist
CHEBI has role CHEBI:37890 alpha-adrenergic antagonist
CHEBI has role CHEBI:48873 cholinergic antagonist
CHEBI has role CHEBI:65190 first generation antipsychotic

Drug Use (View source of the data)

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DiseaseRelationSNOMED_IDDOID
Nausea and vomiting indication 16932000
Schizophrenia indication 58214004
Nonpsychotic Anxiety indication
Prolonged-Severe Nausea and Vomiting indication
Brain damage contraindication 2470005
Tachyarrhythmia contraindication 6285003
Urinary tract obstruction contraindication 7163005 DOID:5200
Alcoholism contraindication 7200002
Organophosphate poisoning contraindication 8260003
Weight gain finding contraindication 8943002
Severe chronic ulcerative colitis contraindication 14311001
Neuroleptic malignant syndrome contraindication 15244003 DOID:14464
Senile dementia contraindication 15662003
Chronic disease of respiratory system contraindication 17097001
Myocardial infarction contraindication 22298006 DOID:5844
Glaucoma contraindication 23986001 DOID:1686
Toxic megacolon contraindication 28536002 DOID:1770
Orthostatic hypotension contraindication 28651003
Atony of colon contraindication 29479008
Torsades de pointes contraindication 31722008
Parkinsonism contraindication 32798002 DOID:13548
Hyperthyroidism contraindication 34486009 DOID:7998
Hypertensive disorder contraindication 38341003 DOID:10763
Complete trisomy 21 syndrome contraindication 41040004 DOID:14250
Conduction disorder of the heart contraindication 44808001
Achalasia of esophagus contraindication 45564002 DOID:9164
Chronic heart failure contraindication 48447003
Bradycardia contraindication 48867003
Paralytic ileus contraindication 55525008 DOID:8442
Peptic reflux disease contraindication 57643001 DOID:13976
Ulcerative colitis contraindication 64766004 DOID:8577
Drug AND/OR toxin-induced diarrhea contraindication 65979008
Extrapyramidal disease contraindication 76349003
Spastic paralysis contraindication 78403003
Disturbance of salivary secretion contraindication 78948009
Hyperglycemia contraindication 80394007 DOID:4195
Hiatal hernia contraindication 84089009 DOID:12642
Epilepsy contraindication 84757009 DOID:1826
Leukopenia contraindication 84828003 DOID:615
Stupor contraindication 89458003
Kidney disease contraindication 90708001 DOID:2527
Myasthenia gravis contraindication 91637004 DOID:437
Tardive dyskinesia contraindication 102449007
Prolonged QT interval contraindication 111975006
Gastrointestinal obstruction contraindication 126765001
Acute disease of cardiovascular system contraindication 128487001
Autonomic dysreflexia contraindication 129618003
Bleeding contraindication 131148009
Angina pectoris contraindication 194828000
Myocardial dysfunction contraindication 233928007
Disease of liver contraindication 235856003 DOID:409
Bladder outflow obstruction contraindication 236645006
Metabolic syndrome X contraindication 237602007 DOID:14221
Hyperprolactinemia contraindication 237662005 DOID:12700
Pyloric obstruction contraindication 244815007 DOID:3122
Benign prostatic hyperplasia contraindication 266569009 DOID:2883
Retention of urine contraindication 267064002
Anemia contraindication 271737000 DOID:2355
Drowsy contraindication 271782001
Thrombocytopenic disorder contraindication 302215000 DOID:1588
Neutropenic disorder contraindication 303011007 DOID:1227
Coma contraindication 371632003
At risk for aspiration contraindication 371736008
Angle-closure glaucoma contraindication 392291006 DOID:13550
Visual impairment contraindication 397540003
Gastric ulcer contraindication 397825006 DOID:10808
Breastfeeding (mother) contraindication 413712001
Chronic lung disease contraindication 413839001
Disorder of coronary artery contraindication 414024009
Myocardial ischemia contraindication 414795007 DOID:3393
Obesity contraindication 414916001 DOID:9970
Congenital long QT syndrome contraindication 442917000
Carcinoma of female breast contraindication 447782002
Chemotherapy-induced nausea and vomiting off-label use 236084000

Acid dissociation constants calculated using MoKa v3.0.0

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Dissociation levelDissociation constantType (acidic/basic)
pKa1 8.74 Basic
pKa2 4.74 Basic
pKa3 2.21 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

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TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
D(3) dopamine receptor GPCR ANTAGONIST Ki 8.61 WOMBAT-PK IUPHAR
D(2) dopamine receptor GPCR ANTAGONIST Ki 8.76 WOMBAT-PK CHEMBL
Alpha-2A adrenergic receptor GPCR Ki 7.20 DRUG MATRIX
Sigma non-opioid intracellular receptor 1 Membrane receptor Ki 7.64 DRUG MATRIX
Potassium voltage-gated channel subfamily H member 2 Ion channel Ki 5.82 DRUG MATRIX
Sodium-dependent serotonin transporter Transporter Ki 6.21 DRUG MATRIX
Sodium-dependent noradrenaline transporter Transporter Ki 6.40 DRUG MATRIX
5-hydroxytryptamine receptor 2B GPCR Ki 7.19 DRUG MATRIX
5-hydroxytryptamine receptor 6 GPCR Ki 6.91 DRUG MATRIX
Alpha-2B adrenergic receptor GPCR Ki 8.32 DRUG MATRIX
Muscarinic acetylcholine receptor M1 GPCR Ki 6.61 DRUG MATRIX
Muscarinic acetylcholine receptor M2 GPCR Ki 5.96 DRUG MATRIX
Muscarinic acetylcholine receptor M3 GPCR Ki 6.49 DRUG MATRIX
Muscarinic acetylcholine receptor M4 GPCR Ki 6.72 DRUG MATRIX
Muscarinic acetylcholine receptor M5 GPCR Ki 6.80 DRUG MATRIX
Alpha-2C adrenergic receptor GPCR Ki 7.92 DRUG MATRIX
Sodium-dependent dopamine transporter Transporter Ki 5.86 DRUG MATRIX
Cytochrome P450 2D6 Enzyme IC50 6.52 DRUG MATRIX
Alpha-1D adrenergic receptor GPCR Ki 7.89 DRUG MATRIX
Cytochrome P450 1A2 Enzyme IC50 5.70 DRUG MATRIX
Tyrosine-protein kinase Fyn Kinase IC50 5.25 DRUG MATRIX
D(4) dopamine receptor GPCR Ki 7.17 WOMBAT-PK
Histamine H1 receptor GPCR Ki 7.72 WOMBAT-PK
Alpha-1A adrenergic receptor GPCR Ki 7.62 WOMBAT-PK
5-hydroxytryptamine receptor 2C GPCR Ki 6.91 WOMBAT-PK
5-hydroxytryptamine receptor 2A GPCR Ki 7.82 WOMBAT-PK
Solute carrier family 22 member 1 Transporter IC50 4.30 CHEMBL
5-hydroxytryptamine receptor 1A GPCR Ki 5.23 PDSP
D(1A) dopamine receptor GPCR Ki 7.11 DRUG MATRIX
5-hydroxytryptamine receptor 4 GPCR Ki 6.71 DRUG MATRIX
Alpha-1B adrenergic receptor GPCR Ki 7.31 DRUG MATRIX
5-hydroxytryptamine receptor 1B GPCR Ki 5.92 DRUG MATRIX
Membrane-associated progesterone receptor component 1 Membrane receptor Ki 6.38 DRUG MATRIX
Pleiotropic ABC efflux transporter of multiple drugs Transporter IC50 5.77 CHEMBL
5-hydroxytryptamine receptor 1A GPCR IC50 6.02 CHEMBL
Alpha-1A adrenergic receptor GPCR IC50 7.49 CHEMBL

External reference:

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IDSource
DB00433 DRUGBANK_ID
4018001 VUID
N0000146346 NUI
C0033229 UMLSCUI
7279 IUPHAR_LIGAND_ID
D00479 KEGG_DRUG
CHEMBL728 ChEMBL_ID
2073 MMSL
8704 RXNORM
372853006 SNOMEDCT_US
79129001 SNOMEDCT_US
5361 MMSL
d00355 MMSL
4018001 VANDF
N0000005824 NDFRT
N0000146346 NDFRT
001478 NDDF
4917 PUBCHEM_CID
CHEMBL1200587 ChEMBL_ID
CHEMBL1201154 ChEMBL_ID
D011346 MESH_DESCRIPTOR_UI
I1T8O1JTL6 UNII
84-02-6 SECONDARY_CAS_RN
699 INN_ID
CHEBI:8435 CHEBI
P77 PDB_CHEM_ID

Pharmaceutical products:

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ProductCategoryIngredientsNDCFormQuantityRoute MarketingLabel
Prochlorperazine Maleate HUMAN PRESCRIPTION DRUG LABEL 1 0093-9643 TABLET, FILM COATED 5 mg ORAL ANDA 11 sections
Prochlorperazine Maleate HUMAN PRESCRIPTION DRUG LABEL 1 0093-9652 TABLET, FILM COATED 10 mg ORAL ANDA 11 sections
Prochlorperazine Maleate HUMAN PRESCRIPTION DRUG LABEL 1 0378-5105 TABLET, FILM COATED 5 mg ORAL ANDA 12 sections
Prochlorperazine Maleate HUMAN PRESCRIPTION DRUG LABEL 1 0378-5110 TABLET, FILM COATED 10 mg ORAL ANDA 12 sections
PROCHLORPERAZINE MALEATE HUMAN PRESCRIPTION DRUG LABEL 1 0440-8190 TABLET 5 mg ORAL ANDA 12 sections
Compro HUMAN PRESCRIPTION DRUG LABEL 1 0574-7226 SUPPOSITORY 25 mg RECTAL ANDA 13 sections
Prochlorperazine Maleate HUMAN PRESCRIPTION DRUG LABEL 1 0615-2519 TABLET, FILM COATED 5 mg ORAL ANDA 12 sections
Prochlorperazine Maleate HUMAN PRESCRIPTION DRUG LABEL 1 0615-2520 TABLET, FILM COATED 10 mg ORAL ANDA 12 sections
Prochlorperazine Edisylate HUMAN PRESCRIPTION DRUG LABEL 1 0641-0491 INJECTION 5 mg INTRAVENOUS ANDA 12 sections
Prochlorperazine Edisylate HUMAN PRESCRIPTION DRUG LABEL 1 0641-6135 INJECTION 5 mg INTRAMUSCULAR ANDA 13 sections
Prochlorperazine HUMAN PRESCRIPTION DRUG LABEL 1 0713-0135 SUPPOSITORY 25 mg RECTAL ANDA 12 sections
Prochlorperazine Maleate HUMAN PRESCRIPTION DRUG LABEL 1 0781-5020 TABLET, FILM COATED 5 mg ORAL ANDA 13 sections
Prochlorperazine Maleate HUMAN PRESCRIPTION DRUG LABEL 1 0781-5021 TABLET, FILM COATED 10 mg ORAL ANDA 13 sections
PROCHLORPERAZINE MALEATE HUMAN PRESCRIPTION DRUG LABEL 1 10544-281 TABLET 10 mg ORAL ANDA 12 sections
PROCHLORPERAZINE MALEATE HUMAN PRESCRIPTION DRUG LABEL 1 10544-511 TABLET 5 mg ORAL ANDA 12 sections
PROCHLORPERAZINE HUMAN PRESCRIPTION DRUG LABEL 1 16590-327 TABLET 10 mg ORAL ANDA 10 sections
PROCHLORPERAZINE MALEATE HUMAN PRESCRIPTION DRUG LABEL 1 21695-571 TABLET 5 mg ORAL ANDA 12 sections
PROCHLORPERAZINE MALEATE HUMAN PRESCRIPTION DRUG LABEL 1 21695-572 TABLET 10 mg ORAL ANDA 12 sections
Prochlorperazine Edisylate HUMAN PRESCRIPTION DRUG LABEL 1 23155-294 INJECTION 5 mg INTRAMUSCULAR ANDA 12 sections
Prochlorperazine Edisylate HUMAN PRESCRIPTION DRUG LABEL 1 23155-497 INJECTION 5 mg INTRAMUSCULAR ANDA 12 sections
Prochlorperazine Edisylate HUMAN PRESCRIPTION DRUG LABEL 1 23155-523 INJECTION 5 mg INTRAMUSCULAR ANDA 12 sections
PROCHLORPERAZINE MALEATE HUMAN PRESCRIPTION DRUG LABEL 1 33261-141 TABLET 5 mg ORAL ANDA 12 sections
PROCHLORPERAZINE MALEATE HUMAN PRESCRIPTION DRUG LABEL 1 33261-550 TABLET 10 mg ORAL ANDA 12 sections
Prochlorperazine Maleate HUMAN PRESCRIPTION DRUG LABEL 1 35356-325 TABLET, FILM COATED 10 mg ORAL ANDA 11 sections
Prochlorperazine Maleate HUMAN PRESCRIPTION DRUG LABEL 1 35356-672 TABLET, FILM COATED 10 mg ORAL ANDA 12 sections
Prochlorperazine Maleate HUMAN PRESCRIPTION DRUG LABEL 1 43063-160 TABLET, FILM COATED 5 mg ORAL ANDA 12 sections
Prochlorperazine Maleate HUMAN PRESCRIPTION DRUG LABEL 1 43063-353 TABLET, FILM COATED 5 mg ORAL ANDA 12 sections
Prochlorperazine Maleate HUMAN PRESCRIPTION DRUG LABEL 1 43063-607 TABLET, FILM COATED 5 mg ORAL ANDA 12 sections
PROCHLORPERAZINE MALEATE HUMAN PRESCRIPTION DRUG LABEL 1 43063-742 TABLET 10 mg ORAL ANDA 12 sections
Prochlorperazine Maleate HUMAN PRESCRIPTION DRUG LABEL 1 50090-0108 TABLET, FILM COATED 5 mg ORAL ANDA 11 sections