U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry EPIMERIC
Molecular Formula C16H21NO3
Molecular Weight 275.3434
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HOMATROPINE

SMILES

CN1[C@@]2([H])CC[C@]1([H])C[C@@]([H])(C2)OC(=O)C([H])(c3ccccc3)O

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
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

4.15497585E11
PubMed

PubMed

TitleDatePubMed
Anticholinergic delirium caused by topical homatropine ophthalmologic solution: confirmation by anticholinergic radioreceptor assay in two cases.
1992 Spring
Buspirone, but not sumatriptan, induces miosis in humans: relevance for a serotoninergic pupil control.
1995 Mar
Herpes simplex virus type 1 associated acute retinal necrosis following encephalitis.
2001
Tris(2,2'-bipyridine)ruthenium(II) electrogenerated chemiluminescence of alkaloid type drugs with solid phase extraction sample preparation.
2001 Jan
[Neurological manifestations in the intoxication of infants by dimethicone combined with homatropine: report of 6 cases].
2001 Jun
Contact allergy to atropine and other mydriatic agents in eye drops.
2001 Nov
Scavenging of photogenerated oxidative species by antimuscarinic drugs: atropine and derivatives.
2002
[Effect of pilocarpine and cycloplegic substances on ophthalmic tone in healthy eyes and ones with glaucoma].
2002 Jan-Feb
Topical ketorolac tromethamine 0.5% versus diclofenac sodium 0.1% to inhibit miosis during cataract surgery.
2002 Mar
Bilateral panuveitis in a child with hypohidrotic ectodermal dysplasia.
2002 Sep
Human carboxylesterase 1: from drug metabolism to drug discovery.
2003 Jun
Structural basis of heroin and cocaine metabolism by a promiscuous human drug-processing enzyme.
2003 May
Corneal topographic changes following retinal surgery.
2004 Aug 3
Dense membrane formation after combined phacoemulsification-trabeculectomy surgery.
2005 Jun
Evaluation of amniotic membrane transplantation as an adjunct to medical therapy as compared with medical therapy alone in acute ocular burns.
2005 Nov
Homatropine and psychosis in Weill-Marchesani syndrome.
2006 Jul
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
Acute retinal necrosis complicating chickenpox in a healthy adult--a case report and review of literature.
2007 Spring
Voriconazole for the treatment of refractory Aspergillus fumigatus keratitis.
2008 May-Jun
First aid for complications of infectious keratitis.
2008 May-Jun
Managing corneal disease: focus on suppurative keratitis.
2009 Dec
Syphilitic palmoplantar keratoderma and ocular disease: a rare combination in an HIV-positive patient.
2009 Dec
Peripheral ulcerative keratitis with bilateral optic nerve involvement as an initial presentation of acute lymphocytic leukemia in an adult.
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
Acute postoperative endophthalmitis by Gemella haemolysans.
2010 May-Jun
Refractive error and visual functions in children with special needs compared with the first grade school students in oman.
2010 Oct
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.
Name Type Language
HOMATROPINE
MART.   MI   VANDF   WHO-DD  
Common Name English
HOMATROPINE METHYLBROMIDE IMPURITY B [EP]
Common Name English
BENZENEACETIC ACID, .ALPHA.-HYDROXY-, 8-METHYL-8-AZABICYCLO(.2.1)OCT-3-YL ESTER
Common Name English
HOMATROPINE HYDROBROMIDE IMPURITY A [EP]
Common Name English
HOMATROPINE [MART.]
Common Name English
HOMATROPINE [MI]
Common Name English
HOMATROPINE [VANDF]
Common Name English
HOMATROPINE [WHO-DD]
Common Name English
Classification Tree Code System Code
NDF-RT N0000000104
Created by admin on Fri Jun 25 22:30:11 UTC 2021 , Edited by admin on Fri Jun 25 22:30:11 UTC 2021
NDF-RT N0000000104
Created by admin on Fri Jun 25 22:30:11 UTC 2021 , Edited by admin on Fri Jun 25 22:30:11 UTC 2021
WHO-VATC QS01FA05
Created by admin on Fri Jun 25 22:30:11 UTC 2021 , Edited by admin on Fri Jun 25 22:30:11 UTC 2021
NDF-RT N0000175840
Created by admin on Fri Jun 25 22:30:11 UTC 2021 , Edited by admin on Fri Jun 25 22:30:11 UTC 2021
NDF-RT N0000000104
Created by admin on Fri Jun 25 22:30:11 UTC 2021 , Edited by admin on Fri Jun 25 22:30:11 UTC 2021
NCI_THESAURUS C29704
Created by admin on Fri Jun 25 22:30:11 UTC 2021 , Edited by admin on Fri Jun 25 22:30:11 UTC 2021
WHO-ATC S01FA05
Created by admin on Fri Jun 25 22:30:11 UTC 2021 , Edited by admin on Fri Jun 25 22:30:11 UTC 2021
Code System Code Type Description
DRUG BANK
DB11181
Created by admin on Fri Jun 25 22:30:11 UTC 2021 , Edited by admin on Fri Jun 25 22:30:11 UTC 2021
PRIMARY
LACTMED
Homatropine
Created by admin on Fri Jun 25 22:30:11 UTC 2021 , Edited by admin on Fri Jun 25 22:30:11 UTC 2021
PRIMARY
DRUG CENTRAL
1379
Created by admin on Fri Jun 25 22:30:11 UTC 2021 , Edited by admin on Fri Jun 25 22:30:11 UTC 2021
PRIMARY
MERCK INDEX
M6038
Created by admin on Fri Jun 25 22:30:11 UTC 2021 , Edited by admin on Fri Jun 25 22:30:11 UTC 2021
PRIMARY Merck Index
ECHA (EC/EINECS)
201-716-8
Created by admin on Fri Jun 25 22:30:11 UTC 2021 , Edited by admin on Fri Jun 25 22:30:11 UTC 2021
PRIMARY
ChEMBL
CHEMBL1618018
Created by admin on Fri Jun 25 22:30:11 UTC 2021 , Edited by admin on Fri Jun 25 22:30:11 UTC 2021
PRIMARY
FDA UNII
8QS6WCL55Z
Created by admin on Fri Jun 25 22:30:11 UTC 2021 , Edited by admin on Fri Jun 25 22:30:11 UTC 2021
PRIMARY
CAS
87-00-3
Created by admin on Fri Jun 25 22:30:11 UTC 2021 , Edited by admin on Fri Jun 25 22:30:11 UTC 2021
PRIMARY
MESH
C100236
Created by admin on Fri Jun 25 22:30:11 UTC 2021 , Edited by admin on Fri Jun 25 22:30:11 UTC 2021
PRIMARY
WIKIPEDIA
HOMATROPINE
Created by admin on Fri Jun 25 22:30:11 UTC 2021 , Edited by admin on Fri Jun 25 22:30:11 UTC 2021
PRIMARY
RXCUI
27084
Created by admin on Fri Jun 25 22:30:11 UTC 2021 , Edited by admin on Fri Jun 25 22:30:11 UTC 2021
PRIMARY RxNorm
EVMPD
SUB02529MIG
Created by admin on Fri Jun 25 22:30:11 UTC 2021 , Edited by admin on Fri Jun 25 22:30:11 UTC 2021
PRIMARY
EPA CompTox
87-00-3
Created by admin on Fri Jun 25 22:30:11 UTC 2021 , Edited by admin on Fri Jun 25 22:30:11 UTC 2021
PRIMARY
NCI_THESAURUS
C61783
Created by admin on Fri Jun 25 22:30:11 UTC 2021 , Edited by admin on Fri Jun 25 22:30:11 UTC 2021
PRIMARY