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mepyramine 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definition	Drug id	CAS RN
	2331	91-84-9

Description:

Molecule	Description
Molfile Inchi Smiles Synonyms: pyrilamine pyrilamine maleate pyranisamine mepyramine	A histamine H1 antagonist. It has mild hypnotic properties and some local anesthetic action and is used for allergies (including skin eruptions) both parenterally and locally. It is a common ingredient of cold remedies. Molecular weight: 285.39 Formula: C17H23N3O CLOGP: 3.23 LIPINSKI: 0 HAC: 4 HDO: 0 TPSA: 28.60 ALOGS: -2.56 ROTB: 7 Status: OFM Legend: OFP - off patent OFM - off market ONP - on patent

Molecule

Description

Molfile Inchi Smiles

Synonyms:

pyrilamine
pyrilamine maleate
pyranisamine
mepyramine

A histamine H1 antagonist. It has mild hypnotic properties and some local anesthetic action and is used for allergies (including skin eruptions) both parenterally and locally. It is a common ingredient of cold remedies.

Molecular weight: 285.39
Formula: C17H23N3O
CLOGP: 3.23
LIPINSKI: 0
HAC: 4
HDO: 0
TPSA: 28.60
ALOGS: -2.56
ROTB: 7

Status: OFM

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

Drug dosage:

Dose	Unit	Route
0.20	g	O
0.20	g	P

ADMET properties:

None

Approvals:

Date	Agency	Company	Orphan
Aug. 7, 1973	FDA	IMPAX LABS

FDA Adverse Event Reporting System (Female)

MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Total lung capacity decreased	42.55	32.51	9	850	2174	63485989
Lung opacity	39.21	32.51	9	850	3159	63485004
Bronchopulmonary aspergillosis allergic	36.61	32.51	8	851	2250	63485913

FDA Adverse Event Reporting System (Male)

None

FDA Adverse Event Reporting System (Geriatric)

MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Total lung capacity decreased	43.38	32.35	9	731	2896	79740752
Lung opacity	38.20	32.35	9	731	5165	79738483
Bronchopulmonary aspergillosis allergic	37.20	32.35	8	732	3053	79740595
Pulmonary mass	33.92	32.35	12	728	29022	79714626

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

Source	Code	Description
ATC	D04AA02	DERMATOLOGICALS ANTIPRURITICS, INCL. ANTIHISTAMINES, ANESTHETICS, ETC. ANTIPRURITICS, INCL. ANTIHISTAMINES, ANESTHETICS, ETC. Antihistamines for topical use
ATC	R06AC01	RESPIRATORY SYSTEM ANTIHISTAMINES FOR SYSTEMIC USE ANTIHISTAMINES FOR SYSTEMIC USE Substituted ethylene diamines
MeSH PA	D018926	Anti-Allergic Agents
MeSH PA	D002491	Central Nervous System Agents
MeSH PA	D002492	Central Nervous System Depressants
MeSH PA	D018494	Histamine Agents
MeSH PA	D006633	Histamine Antagonists
MeSH PA	D006634	Histamine H1 Antagonists
MeSH PA	D006993	Hypnotics and Sedatives
MeSH PA	D018377	Neurotransmitter Agents
MeSH PA	D000068776	Sleep Aids, Pharmaceutical
CHEBI has role	CHEBI:37955	H1 receptor antagonists

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

Disease	Relation	SNOMED_ID	DOID
Sinus headache	indication	4969004
Dermatographic urticaria	indication	7632005	DOID:743
Vasomotor rhinitis	indication	8229003	DOID:4730
Allergic rhinitis	indication	61582004
Nasal discharge	indication	64531003
Nasal congestion	indication	68235000
Sneezing	indication	76067001
Common cold	indication	82272006	DOID:10459
Urticaria	indication	126485001
Dysmenorrhea	indication	266599000
Influenza-like symptoms	indication	315642008
Seasonal allergic rhinitis	indication	367498001
Itching of skin	indication	418363000
Allergic conjunctivitis	indication	473460002	DOID:11204
Necrotizing enterocolitis in fetus OR newborn	contraindication	2707005
Ocular hypertension	contraindication	4210003	DOID:9282
Suicidal thoughts	contraindication	6471006
Dependent drug abuse	contraindication	6525002
Alcoholism	contraindication	7200002
Alcohol withdrawal delirium	contraindication	8635005
Peptic ulcer	contraindication	13200003	DOID:750
Chronic obstructive lung disease	contraindication	13645005	DOID:3083
Asthenia	contraindication	13791008
Hyperkalemia	contraindication	14140009
Constipation	contraindication	14760008	DOID:2089
Chronic disease of respiratory system	contraindication	17097001
Mood swings	contraindication	18963009
Myocardial infarction	contraindication	22298006	DOID:5844
Inflammatory bowel disease	contraindication	24526004	DOID:0050589
Ventricular tachycardia	contraindication	25569003
Alcohol intoxication	contraindication	25702006
Shock	contraindication	27942005
Hypercapnia	contraindication	29596007
Dehydration	contraindication	34095006
Hyperthyroidism	contraindication	34486009	DOID:7998
Acute hepatitis	contraindication	37871000
Hypertensive disorder	contraindication	38341003	DOID:10763
Disorder of gallbladder	contraindication	39621005	DOID:0060262
Hypothyroidism	contraindication	40930008	DOID:1459
Conduction disorder of the heart	contraindication	44808001
Low blood pressure	contraindication	45007003
Chronic heart failure	contraindication	48447003
Bradycardia	contraindication	48867003
Disorder of cardiovascular system	contraindication	49601007	DOID:1287
Acidosis	contraindication	51387008
Coronary arteriosclerosis	contraindication	53741008	DOID:3393
Acute nephropathy	contraindication	58574008
Metabolic acidosis	contraindication	59455009
Hepatic failure	contraindication	59927004
Ulcerative colitis	contraindication	64766004	DOID:8577
Arterial thrombosis	contraindication	65198009
Drug AND/OR toxin-induced diarrhea	contraindication	65979008
Substance abuse	contraindication	66214007
Benign intracranial hypertension	contraindication	68267002	DOID:11459
Poisoning by acetaminophen	contraindication	70273001
Agoraphobia	contraindication	70691001	DOID:593
Arteriosclerotic vascular disease	contraindication	72092001
Diabetes mellitus	contraindication	73211009	DOID:9351
Urethral stricture	contraindication	76618002
Decreased respiratory function	contraindication	80954004
Injury of head	contraindication	82271004
Chronic idiopathic constipation	contraindication	82934008
Cor pulmonale	contraindication	83291003	DOID:8515
Epilepsy	contraindication	84757009	DOID:1826
Pulmonary emphysema	contraindication	87433001
Kidney disease	contraindication	90708001	DOID:557
Acute abdominal pain	contraindication	116290004
Procedure on urinary system	contraindication	118677009
Gastrointestinal obstruction	contraindication	126765001
Neoplasm of brain	contraindication	126952004	DOID:1319
Seizure disorder	contraindication	128613002
Drug-induced psychosis	contraindication	191483003	DOID:1742
Obsessive-compulsive disorder	contraindication	191736004	DOID:10933
Partial atrioventricular block	contraindication	195039008
Acute pancreatitis	contraindication	197456007	DOID:2913
Impaired renal function disorder	contraindication	197663003
Disease of liver	contraindication	235856003	DOID:409
Hyporeninemic hypoaldosteronism	contraindication	236464008
Bladder outflow obstruction	contraindication	236645006
Morbid obesity	contraindication	238136002	DOID:11981
Rhabdomyolysis	contraindication	240131006
Benign prostatic hyperplasia	contraindication	266569009
Retention of urine	contraindication	267064002
Exacerbation of asthma	contraindication	281239006
Lesion of brain	contraindication	301766008
Panic disorder	contraindication	371631005	DOID:594
Coma	contraindication	371632003
Primary adrenocortical insufficiency	contraindication	373662000
Operation on gastrointestinal tract	contraindication	386621005
Hypoxia	contraindication	389086002
Angle-closure glaucoma	contraindication	392291006	DOID:13550
Pseudomembranous enterocolitis	contraindication	397683000
Breastfeeding (mother)	contraindication	413712001
Disorder of coronary artery	contraindication	414024009
Myocardial ischemia	contraindication	414795007	DOID:3393
Traumatic injury	contraindication	417746004
Myocardial infarction in recovery phase	contraindication	418044006
Central nervous system depression	contraindication	418072004
Ultrarapid metabolizer due to cytochrome p450 CYP2D6 variant	contraindication	422681000
Dysfunction of sphincter of Oddi	contraindication	430887001
Hypertensive urgency	contraindication	443482000
Acute exacerbation of asthma	contraindication	708038006

🐶 Veterinary Drug Use

Species	Use	Relation
Horses	Antihistaminic therapy	Indication

🐶 Veterinary products

Product	Applicant	Ingredients
Histavet-P	Intervet Inc.	1
Pyrilamine Maleate Injection	Bimeda Animal Health Limited	1

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation level	Dissociation constant	Type (acidic/basic)
pKa1	8.62	Basic
pKa2	4.33	Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

Target	Class	Pharos	UniProt	Action	Type	Activity value (-log[M])	Bioact source	MoA source
Histamine H1 receptor	GPCR	P35367	HRH1_HUMAN	ANTAGONIST	Ki	9.10	CHEMBL	CHEMBL
Sigma non-opioid intracellular receptor 1	Membrane receptor	Q99720	SGMR1_HUMAN		Ki	6.18	DRUG MATRIX
Potassium voltage-gated channel subfamily H member 2	Ion channel	Q12809	KCNH2_HUMAN		IC50	5.96	CHEMBL
Sodium-dependent serotonin transporter	Transporter	P31645	SC6A4_HUMAN		Ki	7.60	DRUG MATRIX
5-hydroxytryptamine receptor 2A	GPCR	P28223	5HT2A_HUMAN		Ki	5.70	PDSP
5-hydroxytryptamine receptor 2B	GPCR	P41595	5HT2B_HUMAN		Ki	5.75	DRUG MATRIX
5-hydroxytryptamine receptor 2C	GPCR	P28335	5HT2C_HUMAN		Ki	6.23	DRUG MATRIX
Sodium-dependent dopamine transporter	Transporter	Q01959	SC6A3_HUMAN		Ki	6.16	DRUG MATRIX
Cytochrome P450 2D6	Enzyme	P10635	CP2D6_HUMAN		IC50	6.52	DRUG MATRIX
Adenosine receptor A3	GPCR	P0DMS8	AA3R_HUMAN		IC50	8.89	CHEMBL
Alpha-2A adrenergic receptor	GPCR	P08913	ADA2A_HUMAN		Ki	5.95	DRUG MATRIX
Histamine H1 receptor	GPCR		HRH1_CAVPO		Kd	9.50	CHEMBL
Histamine H1 receptor	GPCR		HRH1_RAT		IC50	8.24	CHEMBL

External reference:

ID	Source
4019923	VUID
N0000148008	NUI
D05660	KEGG_DRUG
59-33-6	SECONDARY_CAS_RN
4018202	VANDF
4019923	VANDF
CHEBI:6762	CHEBI
CHEMBL511	ChEMBL_ID
CHEMBL1201006	ChEMBL_ID
1227	IUPHAR_LIGAND_ID
DB06691	DRUGBANK_ID
82091	RXNORM
4998	MMSL
5394	MMSL
d00782	MMSL
003377	NDDF
004791	NDDF
349962001	SNOMEDCT_US
36516003	SNOMEDCT_US
387087002	SNOMEDCT_US
C0034282	UMLSCUI
D011738	MESH_DESCRIPTOR_UI
106	INN_ID
4992	PUBCHEM_CID
HPE317O9TL	UNII

Pharmaceutical products:

Product	Category	Ingredients	NDC	Form	Quantity	Route	Marketing	Label
Midol Complete	HUMAN OTC DRUG LABEL	3	0280-8005	TABLET	15 mg	ORAL	OTC monograph not final	17 sections
Midol Complete	HUMAN OTC DRUG LABEL	3	0280-8005	TABLET	15 mg	ORAL	OTC monograph not final	17 sections
Midol Complete	HUMAN OTC DRUG LABEL	3	0280-8005	TABLET	15 mg	ORAL	OTC monograph not final	17 sections
Midol CompleteGelcaps	HUMAN OTC DRUG LABEL	3	0280-8015	TABLET, COATED	15 mg	ORAL	OTC monograph not final	16 sections
Midol CompleteGelcaps	HUMAN OTC DRUG LABEL	3	0280-8015	TABLET, COATED	15 mg	ORAL	OTC monograph not final	16 sections
Menstrual ReliefMaximum Strength	HUMAN OTC DRUG LABEL	3	0363-0252	TABLET, FILM COATED	15 mg	ORAL	OTC monograph not final	16 sections
Menstrual ReliefMaximum Strength	HUMAN OTC DRUG LABEL	3	0363-0252	TABLET, FILM COATED	15 mg	ORAL	OTC monograph not final	16 sections
Acetaminophen 500mg Caffeine 60mg Pyrilamine maleate 15mg	HUMAN OTC DRUG LABEL	3	0363-2310	TABLET	15 mg	ORAL	OTC monograph not final	8 sections
Acetaminophen 500mg Caffeine 60mg Pyrilamine maleate 15mg	HUMAN OTC DRUG LABEL	3	0363-2310	TABLET	15 mg	ORAL	OTC monograph not final	8 sections
Acetaminophen 500mg Caffeine 60mg Pyrilamine maleate 15mg	HUMAN OTC DRUG LABEL	3	0363-2310	TABLET	15 mg	ORAL	OTC monograph not final	8 sections
Menstrual Pain Relief	HUMAN OTC DRUG LABEL	3	0363-3900	TABLET, FILM COATED	15 mg	ORAL	OTC monograph not final	16 sections
Menstrual Pain Relief	HUMAN OTC DRUG LABEL	3	0363-3900	TABLET, FILM COATED	15 mg	ORAL	OTC monograph not final	16 sections
Menstrual Complete Pain Relief	HUMAN OTC DRUG LABEL	3	0363-9390	TABLET, FILM COATED	15 mg	ORAL	OTC monograph not final	16 sections
Menstrual Complete Pain Relief	HUMAN OTC DRUG LABEL	3	0363-9390	TABLET, FILM COATED	15 mg	ORAL	OTC monograph not final	16 sections
Midol Complete	HUMAN OTC DRUG LABEL	3	0924-6010	TABLET	15 mg	ORAL	OTC monograph not final	17 sections
Menstrual Relief	HUMAN OTC DRUG LABEL	3	11673-967	TABLET, FILM COATED	15 mg	ORAL	OTC monograph not final	16 sections
Menstrual Relief	HUMAN OTC DRUG LABEL	3	11673-967	TABLET, FILM COATED	15 mg	ORAL	OTC monograph not final	16 sections
Menstrual CompleteMaximum Strength	HUMAN OTC DRUG LABEL	3	11822-0390	TABLET, FILM COATED	15 mg	ORAL	OTC monograph not final	16 sections
Menstrual CompleteMaximum Strength	HUMAN OTC DRUG LABEL	3	11822-0390	TABLET, FILM COATED	15 mg	ORAL	OTC monograph not final	16 sections
menstrual pain reliefmaximum strength	HUMAN OTC DRUG LABEL	3	11822-6790	TABLET, FILM COATED	15 mg	ORAL	OTC monograph not final	16 sections
menstrual pain reliefmaximum strength	HUMAN OTC DRUG LABEL	3	11822-6790	TABLET, FILM COATED	15 mg	ORAL	OTC monograph not final	16 sections
menstrual pain reliefmaximum strength	HUMAN OTC DRUG LABEL	3	11822-6790	TABLET, FILM COATED	15 mg	ORAL	OTC monograph not final	16 sections
Menstrual ReliefExtra Strength	HUMAN OTC DRUG LABEL	3	21130-990	TABLET, FILM COATED	15 mg	ORAL	OTC monograph not final	16 sections
Menstrual ReliefExtra Strength	HUMAN OTC DRUG LABEL	3	21130-990	TABLET, FILM COATED	15 mg	ORAL	OTC monograph not final	16 sections
Ninjacof	HUMAN OTC DRUG LABEL	2	23359-032	SOLUTION	12.50 mg	ORAL	OTC monograph final	12 sections
Ninjacof-A	HUMAN OTC DRUG LABEL	3	23359-033	LIQUID	12.50 mg	ORAL	OTC monograph final	12 sections
Ninjacof-D	HUMAN OTC DRUG LABEL	3	23359-034	LIQUID	12.50 mg	ORAL	OTC monograph final	15 sections
Ninjacof-D	HUMAN OTC DRUG LABEL	3	23359-034	LIQUID	12.50 mg	ORAL	OTC monograph final	15 sections
Acetaminophen,Caffeine and Pyrilamine Maleate	HUMAN OTC DRUG LABEL	3	24689-121	TABLET	15 mg	ORAL	OTC monograph not final	12 sections
Acetaminophen,Caffeine and Pyrilamine Maleate	HUMAN OTC DRUG LABEL	3	24689-121	TABLET	15 mg	ORAL	OTC monograph not final	12 sections