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| CAS No.: | 80-49-9 |
|---|---|
| Name: | HOMATROPINE METHYL BROMIDE |
| Molecular Structure: | |
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| Formula: | C17H24NO3.Br |
| Molecular Weight: | 370.286 |
| Synonyms: | 1aH,5aH-Tropanium, 3a-hydroxy-8-methyl-, bromide, mandelate (8CI);8-Methylhomatropinium bromide(6CI,7CI);Camatropine;Helbatropin;Homatrocel;Homatropil;Homolone;Mesopin;Methatropine;Methylhomatropinehydrobromide;NSC 34399;Novatrine;Novatropine;Sethyl; |
| EINECS: | 201-284-0 |
| Density: | 1.21g/cm3 |
| Melting Point: | 192 °C |
| Boiling Point: | 403.3oC at 760 mmHg |
| Flash Point: | 197.7oC |
| Risk Codes: | 20/21/22 |
| Safety: | 22-26-36 |
| PSA: | 46.53000 |
| LogP: | -1.00420 |
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Chemistry
IUPAC: (8,8-Dimethyl-8-azoniabicyclo[3.2.1]octan-3-yl)2-hydroxy-2-phenylacetate bromide
Mesopin (80-49-9) is also called for 3-alpha-Hydroxy-8-methyl-1-alpha-H,5-alpha-H-tropanium bromide mandelate ; 3alpha-Hydroxy-8-methyl-1alphaH,5alphaH-tropanium bromide mandelate ; 8-Azoniabicyclo(3.2.1)octane, 3-((hydroxyphenylacetyl)oxy)-8,8-dimethyl-, bromide, endo- ; 8-Methylhomatropinium bromide ; Arkitropin ; Camatropine ; EINECS 201-284-0 ; Equipin ; Esopin ; Homapin ; Homapin-10 ; Homapin-5 ; Homatromide ; Homatropine methylbromide ; Malcotran ; Methylhomatropine bromide ; Methylhomatropinum bromatum ; Metilbromuro de homatropina ; NSC 34399 ; Novatrin ; Novatrine ; Novatropine ; Omatropina metilbromuro ; Sed-Tems ; Sethyl ; Tropinium methobromide mandelate ; UNII-68JRS2HC1C and so on.
Molecular Formula: C17H24BrNO3
Molecular Weight: 370.28
EINECS: 201-284-0
LogP: ACD/LogP: -1.85
ACD/LogD (pH 5.5): -1.85
ACD/LogD (pH 7.4): -1.85
ACD/BCF (pH 5.5): 1
ACD/BCF (pH 7.4): 1
ACD/KOC (pH 5.5): 2.36
ACD/KOC (pH 7.4): 2.36
H bond acceptors: 4
H bond donors: 1
Freely Rotating Bonds: 5
Heavy Atom Count: 22
Formal Charge: 0
Complexity: 374
Isotope Atom Count: 0
Defined Atom StereoCenter Count: 1
Undefined Atom StereoCenter Count: 2
Defined Bond StereoCenter Count: 0
Undefined Bond StereoCenter Count: 0
Covalently-Bonded Unit Count: 2
The molecular structure of Mesopin (80-49-9) :
Uses
Mesopin (80-49-9) is used to treat duodenal or stomach ulcers or intestine problems. It can be used together with antacids or other medicine in the treatment of peptic ulcer. It may also be used to prevent nausea, vomiting, and motion sickness.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| guinea pig | LD50 | intraperitoneal | 120mg/kg (120mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 105, Pg. 166, 1952. | |
| guinea pig | LD50 | oral | 1gm/kg (1000mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 105, Pg. 166, 1952. | |
| guinea pig | LD50 | subcutaneous | 75mg/kg (75mg/kg) | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 137, Pg. 375, 1962. | |
| mouse | LD50 | intraperitoneal | 60mg/kg (60mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 105, Pg. 166, 1952. | |
| mouse | LD50 | oral | 1400mg/kg (1400mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 105, Pg. 166, 1952. | |
| mouse | LD50 | subcutaneous | 130mg/kg (130mg/kg) | French Demande Patent Document. Vol. #2035763, | |
| rat | LD50 | intraperitoneal | 82mg/kg (82mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 105, Pg. 166, 1952. | |
| rat | LD50 | intravenous | 12mg/kg (12mg/kg) | Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 236, Pg. 149, 1959. | |
| rat | LD50 | oral | 1200mg/kg (1200mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 105, Pg. 166, 1952. | |
| rat | LD50 | subcutaneous | 800mg/kg (800mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 105, Pg. 166, 1952. |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Poison by intraperitoneal and subcutaneous routes. Moderately toxic by ingestion. An anticholinergic agent. An FDA over-the-counter and proprietary drug. When heated to decomposition it emits very toxic fumes of Br− and NOx.
Risk Statements: 20/21/22
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 22-26-36
S22:Do not breathe dust.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
RIDADR: 1544
RTECS: MS9000000
Specification
Mesopin (80-49-9) is used in conjunction with antacids or histamine H2-receptor antagonists in the treatment of peptic ulcers, gastric ulcers and duodenal ulcers, to reduce further gastric acid secretion and delay gastric emptying.