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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

Molecular Formula C16H21NO3
Molecular Weight 275.3434
Charge 0
Count
Stereochemistry EPIMERIC
Additional Stereochemistry No
Defined Stereocenters 2 / 3
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

4.15497585E11
PubMed

PubMed

TitleDatePubMed
Tris(2,2'-bipyridine)ruthenium(II) electrogenerated chemiluminescence of alkaloid type drugs with solid phase extraction sample preparation.
2001 Jan
Topical ketorolac tromethamine 0.5% versus diclofenac sodium 0.1% to inhibit miosis during cataract surgery.
2002 Mar
Tubulointerstitial nephritis and uveitis syndrome.
2003 Apr
Microbial keratitis and vision loss with contact lenses.
2003 Jan
Human carboxylesterase 1: from drug metabolism to drug discovery.
2003 Jun
Corneal topographic changes following retinal surgery.
2004 Aug 3
Multifocal choroiditis--an unusual finding in Crohn's disease.
2004 Jul-Aug
Familial HLA-A2- and HLA-B7-associated anterior uveitis.
2004 Oct
Acute posterior multifocal placoid pigment epitheliopathy after meningococcal C conjugate vaccine.
2005 Apr
Homatropine and psychosis in Weill-Marchesani syndrome.
2006 Jul
Efficacy of trypan blue in posterior capsulorhexis with optic capture in pediatric cataracts [ISRCTN48221688].
2006 Mar 16
[Neurotoxic effects induced by the topical administration of cycloplegics. A case report and review of the literature].
2006 Nov 16-30
Hypotony maculopathy in a patient with HLA-B27-associated uveitis.
2008 May-Jun
Voriconazole for the treatment of refractory Aspergillus fumigatus keratitis.
2008 May-Jun
Role of the bed nucleus of the stria terminalis in the cardiovascular responses to acute restraint stress in rats.
2009 May
LC-ESI MS/MS quantification of atropine and six other antimuscarinic tropane alkaloids in plasma.
2010 Jan
Inhibitory effect of anticholinergics on the contraction of isolated caprine urinary bladder detrusor muscle.
2010 Jul
Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2.
2011 Jul 14
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 Jun 25 22:30:11 UTC 2021
Edited
by admin
on Fri Jun 25 22:30:11 UTC 2021
Record UNII
8QS6WCL55Z
Record Status Validated (UNII)
Record Version
  • Download
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
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