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Details

Stereochemistry EPIMERIC
Molecular Formula C16H21NO3
Molecular Weight 275.3428
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HOMATROPINE

SMILES

CN1[C@H]2CC[C@@H]1C[C@@H](C2)OC(=O)C(O)C3=CC=CC=C3

InChI

InChIKey=ZTVIKZXZYLEVOL-MCOXGKPRSA-N
InChI=1S/C16H21NO3/c1-17-12-7-8-13(17)10-14(9-12)20-16(19)15(18)11-5-3-2-4-6-11/h2-6,12-15,18H,7-10H2,1H3/t12-,13+,14+,15?

HIDE SMILES / InChI

Molecular Formula C16H21NO3
Molecular Weight 275.3428
Charge 0
Count
Stereochemistry EPIMERIC
Additional Stereochemistry No
Defined Stereocenters 3 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Homatropine (used in a form of bromide or methylbromide salts) is an analogue of atropine, which acts as an antagonist of muscarinic receptors. Homatropine was approved for the treatment of cough in combination with hydrocodone bitartrate.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
HYDROCODONE BITARTRATE AND HOMATROPINE METHYLBROMIDE

Approved Use

Hydrocodone bitartrate and homatropine methylbromide syrup is indicated for the symptomatic relief of cough.

Launch Date

1983
PubMed

PubMed

TitleDatePubMed
Multifocal choroiditis--an unusual finding in Crohn's disease.
2004 Jul-Aug
Acute posterior multifocal placoid pigment epitheliopathy after meningococcal C conjugate vaccine.
2005 Apr
Frontotemporal dementia with co-occurrence of astrocytic plaques and tufted astrocytes, and severe degeneration of the cerebral white matter: a variant of corticobasal degeneration?
2005 Mar
Homatropine and psychosis in Weill-Marchesani syndrome.
2006 Jul
[Neurotoxic effects induced by the topical administration of cycloplegics. A case report and review of the literature].
2006 Nov 16-30
Role of the medial prefrontal cortex in cardiovascular responses to acute restraint in rats.
2006 Nov 17
Enantioseparation of chiral tropa alkaloids by means of cyclodextrin-modified microemulsion electrokinetic chromatography.
2007 Aug
An "epidemic" of post cataract surgery endophthalmitis by a new organism.
2007 Nov-Dec
Metoclopramide protection of diazinon-induced toxicosis in chickens.
2007 Sep
Hypotony maculopathy in a patient with HLA-B27-associated uveitis.
2008 May-Jun
Two differing presentations of chronic bilateral anterior uveitis.
2009 Feb
Adverse drug effects in hospitalized elderly: data from the healthcare cost and utilization project.
2010
Tubulointerstitial nephritis with uveitis syndrome: A case report and review of literature.
2010 Apr
Is homatropine 5% effective in reducing pain associated with corneal abrasion when compared with placebo? A randomized controlled trial.
2010 Dec
LC-ESI MS/MS quantification of atropine and six other antimuscarinic tropane alkaloids in plasma.
2010 Jan
Current approach in the diagnosis and management of panuveitis.
2010 Jan-Feb
Homocysteinethiolactone and paraoxonase: novel markers of diabetic retinopathy.
2010 Sep
Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2.
2011 Jul 14
Efficacy assessment of various anticholinergic agents against topical sarin-induced miosis and visual impairment in rats.
2012 Apr
Patents

Sample Use Guides

Adults and Adolescents 12 Years of Age and Older: 1 tablet or 5 mL (1 teaspoonful) of the oral solution every 4 to 6 hours as needed; do not exceed 6 tablets or 30 mL (6 teaspoonfuls) in 24 hours. Children 6 to 11 Years of Age: 1/2 tablet or 2.5 mL (1/2 teaspoonful) of the oral solution every 4 to 6 hours as needed; do not exceed 3 tablets or 15 mL (3 teaspoonfuls) in 24 hours.
Route of Administration: Oral
Isolated caprine urinary bladder detrusor muscle strips were incubated with homatropine at 5 uM after being contracted with 100 mum acetylcholine. The drug inhibited the ACh-induced contraction of the caprine detrusor and that this inhibition was reversed by raising the concentration of ACh.
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:32:25 GMT 2023
Edited
by admin
on Fri Dec 15 17:32:25 GMT 2023
Record UNII
8QS6WCL55Z
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
HOMATROPINE
MART.   MI   VANDF   WHO-DD  
Common Name English
BENZENEACETIC ACID, .ALPHA.-HYDROXY-, 8-METHYL-8-AZABICYCLO(.2.1)OCT-3-YL ESTER
Common Name English
HOMATROPINE METHYLBROMIDE IMPURITY B [EP IMPURITY]
Common Name English
HOMATROPINE [MART.]
Common Name English
HOMATROPINE [MI]
Common Name English
HOMATROPINE [VANDF]
Common Name English
Homatropine [WHO-DD]
Common Name English
HOMATROPINE HYDROBROMIDE IMPURITY A [EP IMPURITY]
Common Name English
Classification Tree Code System Code
NDF-RT N0000000104
Created by admin on Fri Dec 15 17:32:26 GMT 2023 , Edited by admin on Fri Dec 15 17:32:26 GMT 2023
NDF-RT N0000000104
Created by admin on Fri Dec 15 17:32:26 GMT 2023 , Edited by admin on Fri Dec 15 17:32:26 GMT 2023
WHO-VATC QS01FA05
Created by admin on Fri Dec 15 17:32:26 GMT 2023 , Edited by admin on Fri Dec 15 17:32:26 GMT 2023
NDF-RT N0000175840
Created by admin on Fri Dec 15 17:32:26 GMT 2023 , Edited by admin on Fri Dec 15 17:32:26 GMT 2023
NDF-RT N0000000104
Created by admin on Fri Dec 15 17:32:26 GMT 2023 , Edited by admin on Fri Dec 15 17:32:26 GMT 2023
NCI_THESAURUS C29704
Created by admin on Fri Dec 15 17:32:26 GMT 2023 , Edited by admin on Fri Dec 15 17:32:26 GMT 2023
WHO-ATC S01FA05
Created by admin on Fri Dec 15 17:32:26 GMT 2023 , Edited by admin on Fri Dec 15 17:32:26 GMT 2023
Code System Code Type Description
DRUG BANK
DB11181
Created by admin on Fri Dec 15 17:32:26 GMT 2023 , Edited by admin on Fri Dec 15 17:32:26 GMT 2023
PRIMARY
LACTMED
Homatropine
Created by admin on Fri Dec 15 17:32:26 GMT 2023 , Edited by admin on Fri Dec 15 17:32:26 GMT 2023
PRIMARY
DRUG CENTRAL
1379
Created by admin on Fri Dec 15 17:32:26 GMT 2023 , Edited by admin on Fri Dec 15 17:32:26 GMT 2023
PRIMARY
MERCK INDEX
m6038
Created by admin on Fri Dec 15 17:32:26 GMT 2023 , Edited by admin on Fri Dec 15 17:32:26 GMT 2023
PRIMARY Merck Index
SMS_ID
100000086705
Created by admin on Fri Dec 15 17:32:26 GMT 2023 , Edited by admin on Fri Dec 15 17:32:26 GMT 2023
PRIMARY
ECHA (EC/EINECS)
201-716-8
Created by admin on Fri Dec 15 17:32:26 GMT 2023 , Edited by admin on Fri Dec 15 17:32:26 GMT 2023
PRIMARY
DAILYMED
8QS6WCL55Z
Created by admin on Fri Dec 15 17:32:26 GMT 2023 , Edited by admin on Fri Dec 15 17:32:26 GMT 2023
PRIMARY
ChEMBL
CHEMBL1618018
Created by admin on Fri Dec 15 17:32:26 GMT 2023 , Edited by admin on Fri Dec 15 17:32:26 GMT 2023
PRIMARY
FDA UNII
8QS6WCL55Z
Created by admin on Fri Dec 15 17:32:26 GMT 2023 , Edited by admin on Fri Dec 15 17:32:26 GMT 2023
PRIMARY
CAS
87-00-3
Created by admin on Fri Dec 15 17:32:26 GMT 2023 , Edited by admin on Fri Dec 15 17:32:26 GMT 2023
PRIMARY
MESH
C100236
Created by admin on Fri Dec 15 17:32:26 GMT 2023 , Edited by admin on Fri Dec 15 17:32:26 GMT 2023
PRIMARY
WIKIPEDIA
HOMATROPINE
Created by admin on Fri Dec 15 17:32:26 GMT 2023 , Edited by admin on Fri Dec 15 17:32:26 GMT 2023
PRIMARY
RXCUI
27084
Created by admin on Fri Dec 15 17:32:26 GMT 2023 , Edited by admin on Fri Dec 15 17:32:26 GMT 2023
PRIMARY RxNorm
EVMPD
SUB02529MIG
Created by admin on Fri Dec 15 17:32:26 GMT 2023 , Edited by admin on Fri Dec 15 17:32:26 GMT 2023
PRIMARY
EPA CompTox
DTXSID6044014
Created by admin on Fri Dec 15 17:32:26 GMT 2023 , Edited by admin on Fri Dec 15 17:32:26 GMT 2023
PRIMARY
NCI_THESAURUS
C61783
Created by admin on Fri Dec 15 17:32:26 GMT 2023 , Edited by admin on Fri Dec 15 17:32:26 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Related Record Type Details
ACTIVE MOIETY