xylometazoline 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | PK/Tox | Related Drugs | BioActivity |

Stem definitionDrug idCAS RN
antihistaminics or local vasoconstrictors, antazoline derivatives 3658 526-36-3

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • xylometazoline
  • rhinoxilin
  • otrivine
  • xylometazoline hydrochloride
  • xylometazoline HCl
nasal decongestant
  • Molecular weight: 244.38
  • Formula: C16H24N2
  • CLOGP: 5.38
  • LIPINSKI: 1
  • HAC: 2
  • HDO: 1
  • TPSA: 24.39
  • ALOGS: -4.44
  • ROTB: 3

Drug dosage:

DoseUnitRoute
0.80 mg N

ADMET properties:

None

Predicted pharmacokinetic/toxicological properties (PK-AZ):

PropertyDescriptionValueUnitConfidenceSimilarity
azlogd74 LogD at pH 7.4 0.917 High 1
caco2-efflux Caco-2 efflux ratio (BA/AB) 4.571 High 1
caco2-intrinsic-papp Caco-2 intrinsic apparent permeability 6.637 10^-6 cm/s High 1
dh-clint Dog hepatocyte intrinsic clearance 5.495 uL/min/10^6 cells High 1
dppb Dog plasma protein binding (% unbound) 21.710 % High 1
fcs-ppb Fetal calf serum protein binding (% unbound) 33.540 % High 1
herg hERG pIC50 5.053 pIC50 High 1
hh-clint Human hepatocyte intrinsic clearance 3.811 uL/min/10^6 cells High 1
hlm-clint Human liver microsomal intrinsic clearance 15.996 uL/min/mg protein High 1
hppb Human plasma protein binding (% unbound) 28.760 % High 1
kinase-safety-class ACVR2A,ACVR2B,AKT2,AKT3,AURKA,AXL,BRAF,BTK,CAMK2B,CAMK2D,CDK5,CDK9,DDR1,DYRK1B,EIF2AK3,EPHB4,ERBB2,FLT3,GRK2,GSK3B,ITK,JAK2,MAP3K21,MAP3K7,MAPK10,MAPK7,MAPK9,MAPKAPK2,MET,MTOR,NTRK2,PDK2,PDK4,PDPK1,PIK3CB,PIK3CG,PIM2,PRKCD,PRKDC,SIK2,SIK3,STK33,TEK,TTK 44
kinase-selectivity-class BRAF,GRK2,PDK4 3
mdck-mdr1-efflux MDCK-MDR1 efflux ratio 3.724 High 1
mh-clint Mouse hepatocyte intrinsic clearance 45.709 High 1
mppb Mouse plasma protein binding (% unbound) 17.780 High 1
nih-mdck-mdr1-efflux NIH MDCK-MDR1 efflux ratio 11.885 High 1
pfas-class PFAS structural alert (1 = True, 0 = False) 0
pppb Pig plasma protein binding (% unbound) 30.580 % High 1
rh-clint Rat hepatocyte intrinsic clearance 65.615 uL/min/10^6 cells High 1
rh-fuinc Rat hepatocyte fraction unbound in incubation 48.040 % High 1
rppb Rat plasma protein binding (% unbound) 33.230 % High 1
solubility-dd Solubility at pH 7.4 in DMSO 870.964 uM High 1

Approvals:

DateAgencyCompanyOrphan
None FDA

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
Reversible cerebral vasoconstriction syndrome 143.47 26.60 30 2020 4100 90622297
Rebound nasal congestion 109.12 26.60 13 2037 35 90626362
Thunderclap headache 105.05 26.60 16 2034 352 90626045
Analgesic therapy 81.62 26.60 14 2036 658 90625739
Antacid therapy 80.01 26.60 14 2036 740 90625657
Appendicolith 79.88 26.60 14 2036 747 90625650
Drug therapy 79.03 26.60 14 2036 795 90625602
Anticoagulant therapy 78.89 26.60 14 2036 803 90625594
Atrial septal defect 73.81 26.60 20 2030 8214 90618183
Foetal exposure during pregnancy 67.25 26.60 28 2022 42947 90583450
Subarachnoid haemorrhage 58.49 26.60 20 2030 17884 90608513
Hyperphosphataemia 57.77 26.60 14 2036 3697 90622700
Blood phosphorus increased 55.66 26.60 14 2036 4304 90622093
Aortic stenosis 50.34 26.60 14 2036 6322 90620075
Blood uric acid increased 47.63 26.60 14 2036 7690 90618707
Activated partial thromboplastin time prolonged 47.41 26.60 14 2036 7811 90618586
End stage renal disease 46.16 26.60 14 2036 8557 90617840
Appendicitis 43.71 26.60 14 2036 10217 90616180
Haemangioma congenital 43.67 26.60 8 2042 548 90625849
Cerebral artery stenosis 43.18 26.60 8 2042 583 90625814
Blood calcium increased 41.45 26.60 14 2036 12044 90614353
Nasal turbinate hypertrophy 39.64 26.60 8 2042 913 90625484
Gout 36.87 26.60 14 2036 16845 90609552
Anticholinergic syndrome 35.88 26.60 9 2041 2734 90623663
Nasal mucosal disorder 34.05 26.60 8 2042 1849 90624548
Blood test abnormal 33.92 26.60 14 2036 20938 90605459
Nasal septum deviation 33.69 26.60 8 2042 1935 90624462
Hyperlipidaemia 32.71 26.60 14 2036 22902 90603495
Bacterial infection 32.40 26.60 14 2036 23430 90602967
Cardiogenic shock 31.83 26.60 14 2036 24454 90601943
Allergy to animal 29.67 26.60 7 2043 1647 90624750
Mastocytosis 27.78 26.60 6 2044 950 90625447

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
Appendicolith 376.82 92.80 125 7216 13331 42600663
Appendicitis 331.89 92.80 127 7214 20486 42593508
Blood phosphorus increased 313.64 92.80 107 7234 12418 42601576
Myasthenia gravis 309.29 92.80 113 7228 16024 42597970
Stress 273.51 92.80 139 7202 44073 42569921
Ventricular fibrillation 266.18 92.80 121 7220 30002 42583992
Hyperphosphataemia 260.09 92.80 94 7247 12910 42601084
Analgesic therapy 258.51 92.80 79 7262 6445 42607549
Cardiogenic shock 249.77 92.80 122 7219 35518 42578476
Blood uric acid increased 240.16 92.80 93 7248 15454 42598540
Neuralgia 235.98 92.80 106 7235 25541 42588453
Hypophosphataemia 233.13 92.80 99 7242 20846 42593148
Drug therapy 226.39 92.80 71 7270 6309 42607685
Ascites 222.55 92.80 132 7209 56546 42557448
Sleep disorder therapy 220.98 92.80 71 7270 6823 42607171
Bacterial infection 218.23 92.80 103 7238 27776 42586218
Incorrect route of product administration 212.64 92.80 97 7244 24208 42589786
Dry mouth 205.48 92.80 111 7230 39768 42574226
Abdominal distension 198.79 92.80 134 7207 71601 42542393
Blood cholesterol increased 197.69 92.80 95 7246 26646 42587348
Iron deficiency 184.50 92.80 70 7271 10991 42603003
Multiple organ dysfunction syndrome 181.78 92.80 143 7198 96892 42517102
Hyponatraemia 174.03 92.80 142 7199 101320 42512674
Diabetes mellitus 161.02 92.80 110 7231 59977 42554017
Intentional product misuse 158.06 92.80 110 7231 61790 42552204
Swelling 148.27 92.80 101 7240 54784 42559210
Antacid therapy 144.68 92.80 47 7294 4670 42609324
Anticoagulant therapy 142.40 92.80 46 7295 4489 42609505
Thrombosis 141.33 92.80 107 7234 68404 42545590
Chronic obstructive pulmonary disease 140.07 92.80 103 7238 63011 42550983
General physical health deterioration 137.93 92.80 149 7192 151097 42462897
Sleep disorder 128.67 92.80 88 7253 48007 42565987
Activated partial thromboplastin time prolonged 128.17 92.80 60 7281 15843 42598151
Somnolence 121.62 92.80 135 7206 140970 42473024
Ulcer 120.17 92.80 58 7283 16383 42597611
Drug intolerance 120.07 92.80 104 7237 80320 42533674
End stage renal disease 110.80 92.80 55 7286 16503 42597491
Troponin increased 103.48 92.80 55 7286 19007 42594987
Drug hypersensitivity 103.10 92.80 105 7236 99284 42514710
Blood calcium increased 100.77 92.80 42 7299 8412 42605582
Hyperlipidaemia 94.55 92.80 54 7287 21462 42592532
Gout 93.67 92.80 59 7282 27996 42585998

FDA Adverse Event Reporting System (Geriatric)

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
Appendicolith 526.74 45.70 139 8974 14116 110566070
Appendicitis 439.98 45.70 141 8972 28323 110551863
Blood phosphorus increased 425.43 45.70 121 8992 16219 110563967
Analgesic therapy 377.07 45.70 93 9020 7191 110572995
Myasthenia gravis 375.70 45.70 117 8996 21394 110558792
Hyperphosphataemia 367.25 45.70 108 9005 16273 110563913
Drug therapy 336.92 45.70 85 9028 7206 110572980
Blood uric acid increased 334.04 45.70 107 9006 21422 110558764
Ventricular fibrillation 333.25 45.70 126 8987 41187 110538999
Cardiogenic shock 326.61 45.70 136 8977 57202 110522984
Sleep disorder therapy 290.93 45.70 76 9037 7395 110572791
Ascites 290.33 45.70 145 8968 92663 110487523
Bacterial infection 288.68 45.70 117 8996 45919 110534267
Hypophosphataemia 277.70 45.70 104 9009 33078 110547108
Neuralgia 269.34 45.70 113 9000 48365 110531821
Stress 267.32 45.70 143 8970 105205 110474981
Antacid therapy 238.87 45.70 61 9052 5423 110574763
Anticoagulant therapy 235.32 45.70 60 9053 5301 110574885
Multiple organ dysfunction syndrome 228.79 45.70 147 8966 151563 110428623
Diabetes mellitus 219.17 45.70 123 8990 99258 110480928
Iron deficiency 219.11 45.70 75 9038 18401 110561785
Abdominal distension 214.30 45.70 149 8964 174954 110405232
Incorrect route of product administration 205.84 45.70 102 9011 63959 110516227
Activated partial thromboplastin time prolonged 201.38 45.70 74 9039 22294 110557892
Chronic obstructive pulmonary disease 195.38 45.70 118 8995 109040 110471146
Hyponatraemia 187.48 45.70 150 8963 217503 110362683
End stage renal disease 185.80 45.70 69 9044 21404 110558782
Thrombosis 180.49 45.70 112 9001 108550 110471636
Intentional product misuse 171.71 45.70 117 8996 132787 110447399
Gout 159.78 45.70 72 9041 36494 110543692
Sepsis 151.01 45.70 159 8954 327187 110252999
Dry mouth 149.52 45.70 127 8986 199821 110380365
Blood calcium increased 148.87 45.70 56 9057 17984 110562202
Hyperlipidaemia 148.46 45.70 68 9045 35780 110544406
Aortic stenosis 139.31 45.70 49 9064 13010 110567176
Troponin increased 137.67 45.70 61 9052 29705 110550481
Somnolence 130.96 45.70 141 8972 297308 110282878
Blood test abnormal 127.20 45.70 57 9056 28497 110551689
Reversible cerebral vasoconstriction syndrome 122.64 45.70 35 9078 4726 110575460
Ulcer 121.90 45.70 63 9050 43053 110537133
Constipation 121.04 45.70 148 8965 357638 110222548
Blood cholesterol increased 119.28 45.70 108 9005 184677 110395509
General physical health deterioration 117.34 45.70 159 8954 425136 110155050
Congenital hiatus hernia 108.99 45.70 34 9079 6225 110573961
Pulmonary embolism 107.44 45.70 109 9004 214365 110365821
Bronchopulmonary aspergillosis allergic 99.06 45.70 34 9079 8392 110571794
Rebound nasal congestion 96.84 45.70 14 9099 48 110580138
Bacteroides infection 91.37 45.70 25 9088 2894 110577292
Sleep disorder 88.77 45.70 95 9018 198549 110381637
Abdominal pain 80.35 45.70 148 8965 512841 110067345
Thunderclap headache 77.13 45.70 16 9097 562 110579624
Total lung capacity decreased 77.03 45.70 27 9086 7087 110573099
Drug intolerance 68.32 45.70 121 8992 406391 110173795
Benign prostatic hyperplasia 67.43 45.70 32 9081 18202 110561984
Pleuritic pain 64.86 45.70 30 9083 16110 110564076
Drug hypersensitivity 63.61 45.70 125 8988 453965 110126221
Micturition urgency 62.68 45.70 31 9082 19289 110560897
Swelling 60.91 45.70 106 9007 350935 110229251
Respiratory symptom 57.63 45.70 27 9086 14918 110565268
Aspiration 57.10 45.70 34 9079 30499 110549687
Anaemia 55.31 45.70 132 8981 546954 110033232
Condition aggravated 51.73 45.70 155 8958 734681 109845505
Lung opacity 51.04 45.70 23 9090 11629 110568557
Breath sounds abnormal 49.36 45.70 29 9084 25375 110554811
Cardiovascular disorder 46.92 45.70 27 9086 22733 110557453

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC R01AA07 RESPIRATORY SYSTEM
NASAL PREPARATIONS
DECONGESTANTS AND OTHER NASAL PREPARATIONS FOR TOPICAL USE
Sympathomimetics, plain
ATC R01AB06 RESPIRATORY SYSTEM
NASAL PREPARATIONS
DECONGESTANTS AND OTHER NASAL PREPARATIONS FOR TOPICAL USE
Sympathomimetics, combinations excl. corticosteroids
ATC S01GA03 SENSORY ORGANS
OPHTHALMOLOGICALS
DECONGESTANTS AND ANTIALLERGICS
Sympathomimetics used as decongestants
ATC S01GA53 SENSORY ORGANS
OPHTHALMOLOGICALS
DECONGESTANTS AND ANTIALLERGICS
Sympathomimetics used as decongestants
MeSH PA D002317 Cardiovascular Agents
MeSH PA D014662 Vasoconstrictor Agents
MeSH PA D014663 Nasal Decongestants
MeSH PA D019141 Respiratory System Agents
CHEBI has role CHEBI:77715 nasal decongestant

Related Drugs by ATC class:

R01AA Sympathomimetics, plain 13 drugs
R01AB Sympathomimetics, combinations excl. corticosteroids 6 drugs
S01GA Sympathomimetics used as decongestants 6 drugs

Drug Use | Suggest Off label Use Form| |View source of the data|

DiseaseRelationSNOMED_IDDOID
Nasal discharge indication 64531003
Nasal congestion indication 68235000
Hyperthyroidism contraindication 34486009 DOID:7998
Hypertensive disorder contraindication 38341003 DOID:10763
Heart disease contraindication 56265001 DOID:114
Diabetes mellitus contraindication 73211009 DOID:9351
Transsphenoidal hypophysectomy contraindication 171948002




🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 10.95 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
Alpha-2B adrenergic receptor GPCR AGONIST Ki 5.98 PDSP SCIENTIFIC LITERATURE
Alpha-1A adrenergic receptor GPCR Ki 7.04 CHEMBL
5-hydroxytryptamine receptor 1B GPCR Ki 7.89 CHEMBL
5-hydroxytryptamine receptor 1D GPCR Ki 9.15 CHEMBL
Alpha-2A adrenergic receptor GPCR Ki 7.82 PDSP
Alpha-2C adrenergic receptor GPCR Ki 6.89 PDSP
Adrenergic receptor alpha-2 GPCR IC50 7.64 CHEMBL
Adrenergic receptor alpha-1 GPCR IC50 6.24 CHEMBL
Adrenergic receptor alpha GPCR Ki 8.32 CHEMBL

External reference:

IDSource
4020518 VUID
N0000148237 NUI
D00757 KEGG_DRUG
1218-35-5 SECONDARY_CAS_RN
4020500 VANDF
4020518 VANDF
C0078643 UMLSCUI
CHEBI:10082 CHEBI
CHEMBL312448 ChEMBL_ID
DB06694 DRUGBANK_ID
CHEMBL1256400 ChEMBL_ID
C009695 MESH_SUPPLEMENTAL_RECORD_UI
5709 PUBCHEM_CID
517 IUPHAR_LIGAND_ID
809 INN_ID
WPY40FTH8K UNII
226046 RXNORM
12647 MMSL
5697 MMSL
001804 NDDF
004727 NDDF
372841007 SNOMEDCT_US
75327003 SNOMEDCT_US
76289007 SNOMEDCT_US
WPY40FTH8K INXIGHT DRUGS

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
SinosilNasal Decongestant HUMAN OTC DRUG LABEL 1 44237-007 SPRAY 0.02 mL NASAL OTC monograph final 14 sections
Metarivin Soln. 0.1% HUMAN OTC DRUG LABEL 1 72988-0030 LIQUID 1 mg NASAL unapproved drug other 7 sections