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

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

4.15497585E11
PubMed

PubMed

TitleDatePubMed
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
Microbial keratitis and vision loss with contact lenses.
2003 Jan
Dense membrane formation after combined phacoemulsification-trabeculectomy surgery.
2005 Jun
Intramuscular ophthalmic homatropine vs. atropine to prevent lethality in rates with dichlorvos poisoning.
2006 Dec
[Neurotoxic effects induced by the topical administration of cycloplegics. A case report and review of the literature].
2006 Nov 16-30
Enantioseparation of chiral tropa alkaloids by means of cyclodextrin-modified microemulsion electrokinetic chromatography.
2007 Aug
Increasing the scale of true moving bed electrophoretic separations using filtration to reduce solvent volumetric flows between sections II and III.
2007 Jan 5
Capillary electrophoresis of tropane alkaloids and glycoalkaloids occurring in Solanaceae plants.
2008
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
First aid for complications of infectious keratitis.
2008 May-Jun
Two differing presentations of chronic bilateral anterior uveitis.
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
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
Acute postoperative endophthalmitis by Gemella haemolysans.
2010 May-Jun
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 16 22:30:26 UTC 2022
Edited
by admin
on Fri Dec 16 22:30:26 UTC 2022
Record UNII
365MO3S3N9
Record Status Validated (UNII)
Record Version
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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
ECHA (EC/EINECS)
211-280-0
Created by admin on Fri Dec 16 22:30:26 UTC 2022 , Edited by admin on Fri Dec 16 22:30:26 UTC 2022
PRIMARY
CAS
637-21-8
Created by admin on Fri Dec 16 22:30:26 UTC 2022 , Edited by admin on Fri Dec 16 22:30:26 UTC 2022
PRIMARY
EVMPD
SUB02531MIG
Created by admin on Fri Dec 16 22:30:26 UTC 2022 , Edited by admin on Fri Dec 16 22:30:26 UTC 2022
PRIMARY
MERCK INDEX
M6038
Created by admin on Fri Dec 16 22:30:26 UTC 2022 , Edited by admin on Fri Dec 16 22:30:26 UTC 2022
PRIMARY Merck Index
EPA CompTox
DTXSID10858796
Created by admin on Fri Dec 16 22:30:26 UTC 2022 , Edited by admin on Fri Dec 16 22:30:26 UTC 2022
PRIMARY
FDA UNII
365MO3S3N9
Created by admin on Fri Dec 16 22:30:26 UTC 2022 , Edited by admin on Fri Dec 16 22:30:26 UTC 2022
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE