Homatropine

Modify Date: 2024-01-02 19:55:33

Homatropine Structure
Homatropine structure
Common Name Homatropine
CAS Number 87-00-3 Molecular Weight 275.34300
Density 1.21 g/cm3 Boiling Point 403.3ºC
Molecular Formula C16H21NO3 Melting Point 100ºC
MSDS N/A Flash Point 197.7ºC

 Use of Homatropine


Homatropine is an orally active muscarinic acetylcholine receptor antagonist and can be used as an anticholinergic agent[1].

 Names

Name [(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 2-hydroxy-2-phenylacetate
Synonym More Synonyms

 Homatropine Biological Activity

Description Homatropine is an orally active muscarinic acetylcholine receptor antagonist and can be used as an anticholinergic agent[1].
Related Catalog
In Vitro Homatropine (20 μM) alone produces a dose ratio of 259 in atrium from guinea-pigs, and produces a dose ratio of only 95.0 when combined with Hexamethonium Bromide (HY-B0569) in atrium from guinea-pigs[1]. Homatropine has affinities for muscarinic receptors in stomach (pA2 = 7.13) and for those in atria mediating force (pA2 = 7.21) and rate (pA2 = 7.07) responses[2].
In Vivo Homatropine methylbromide (9 mm x 5 mm conical suppository) causes prompt blockade of the effects of vagal stimulation on pulse rate and of intravenous acetylcholine on blood pressure in rats[3]. Animal Model: Male albino rats[3] Dosage: 9 mm x 5 mm conical suppository Administration: By suppository Result: Blocked cardiovascular responses to vagal stimulation and acetylcholine; 10-20 min after insertion of the suppository the effects of vagal stimulation over a range of 2-16 Hz, 5 V, on pulse rate was virtually abolished and remained unchanged at 45-60 min.

 Chemical & Physical Properties

Density 1.21 g/cm3
Boiling Point 403.3ºC
Melting Point 100ºC
Molecular Formula C16H21NO3
Molecular Weight 275.34300
Flash Point 197.7ºC
Exact Mass 275.15200
PSA 49.77000
LogP 1.82630

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
YM5600000
CHEMICAL NAME :
1-alpha-H,5-alpha-H-Tropan-3-alpha-ol, mandelate (ester)
CAS REGISTRY NUMBER :
87-00-3
BEILSTEIN REFERENCE NO. :
0087959
LAST UPDATED :
199712
DATA ITEMS CITED :
5
MOLECULAR FORMULA :
C16-H21-N-O3
MOLECULAR WEIGHT :
275.38
WISWESSER LINE NOTATION :
T56 A ANTJ A1 GOVYQR

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
180 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 1,156,1959
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1307 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FRXXBL French Demande Patent Document. (U.S. Patent and Trademark Office, Foreign Patents, Washington, DC 20231) Volume(issue)/page/year: #2035763
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
370 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FRXXBL French Demande Patent Document. (U.S. Patent and Trademark Office, Foreign Patents, Washington, DC 20231) Volume(issue)/page/year: #2035763
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1800 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FRXXBL French Demande Patent Document. (U.S. Patent and Trademark Office, Foreign Patents, Washington, DC 20231) Volume(issue)/page/year: #2035763 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 84350 No. of Facilities: 170 (estimated) No. of Industries: 1 No. of Occupations: 6 No. of Employees: 2582 (estimated)

 Safety Information

HS Code 2933990090

 Synthetic Route

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Homatropine Structure

Homatropine

CAS#:87-00-3

Literature: Journal fuer Praktische Chemie (Leipzig), , vol. <2> 117, p. 147

 Customs

HS Code 2933990090
Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Synonyms

Omatropina [DCIT]
Homatropin
Homotropine
DL-mandelic acid-tropane-3endo-yl ester
Homoatropine
homatropine
Mandelyltropeine
Homatropine [BAN]
Methylhomatropinum
DL-Mandelsaeure-tropan-3endo-ylester
EINECS 201-716-8
homatropine hydrobromide
8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester
Mandelytropeine
MFCD00067305
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