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Details

Stereochemistry EPIMERIC
Molecular Formula C16H21NO3.ClH
Molecular Weight 311.804
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HOMATROPINE HYDROCHLORIDE

SMILES

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

InChI

InChIKey=FRMDDIJBLQNNTC-RDYJJYPNSA-N
InChI=1S/C16H21NO3.ClH/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;1H/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

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
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
[Effect of pilocarpine and cycloplegic substances on ophthalmic tone in healthy eyes and ones with glaucoma].
2002 Jan-Feb
Tubulointerstitial nephritis and uveitis syndrome.
2003 Apr
Human carboxylesterase 1: from drug metabolism to drug discovery.
2003 Jun
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
Metoclopramide protection of diazinon-induced toxicosis in chickens.
2007 Sep
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
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
Two differing presentations of chronic bilateral anterior uveitis.
2009 Feb
Peripheral ulcerative keratitis with bilateral optic nerve involvement as an initial presentation of acute lymphocytic leukemia in an adult.
2009 Feb
Keratouveitis caused by Euphorbia plant sap.
2009 Jul-Aug
Role of the bed nucleus of the stria terminalis in the cardiovascular responses to acute restraint stress in rats.
2009 May
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
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
Inhibitory effect of anticholinergics on the contraction of isolated caprine urinary bladder detrusor muscle.
2010 Jul
The endogenous cannabinoid, anandamide, inhibits dopamine transporter function by a receptor-independent mechanism.
2010 Mar
Acute postoperative endophthalmitis by Gemella haemolysans.
2010 May-Jun
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 17:34:13 UTC 2023
Edited
by admin
on Fri Dec 15 17:34:13 UTC 2023
Record UNII
365MO3S3N9
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
HOMATROPINE HYDROCHLORIDE
MI   WHO-DD  
Common Name English
Homatropine hydrochloride [WHO-DD]
Common Name English
HOMATROPINE HYDROCHLORIDE [MI]
Common Name English
Code System Code Type Description
SMS_ID
100000086686
Created by admin on Fri Dec 15 17:34:13 UTC 2023 , Edited by admin on Fri Dec 15 17:34:13 UTC 2023
PRIMARY
ECHA (EC/EINECS)
211-280-0
Created by admin on Fri Dec 15 17:34:13 UTC 2023 , Edited by admin on Fri Dec 15 17:34:13 UTC 2023
PRIMARY
CAS
637-21-8
Created by admin on Fri Dec 15 17:34:13 UTC 2023 , Edited by admin on Fri Dec 15 17:34:13 UTC 2023
PRIMARY
EVMPD
SUB02531MIG
Created by admin on Fri Dec 15 17:34:13 UTC 2023 , Edited by admin on Fri Dec 15 17:34:13 UTC 2023
PRIMARY
MERCK INDEX
m6038
Created by admin on Fri Dec 15 17:34:13 UTC 2023 , Edited by admin on Fri Dec 15 17:34:13 UTC 2023
PRIMARY Merck Index
EPA CompTox
DTXSID10858796
Created by admin on Fri Dec 15 17:34:13 UTC 2023 , Edited by admin on Fri Dec 15 17:34:13 UTC 2023
PRIMARY
FDA UNII
365MO3S3N9
Created by admin on Fri Dec 15 17:34:13 UTC 2023 , Edited by admin on Fri Dec 15 17:34:13 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE