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8-Azoniabicyclo[3.2.1]octane,3-[(2-hydroxy-2-phenylacetyl)oxy]-8,8-dimethyl-, bromide (1:1), (3-endo)-(CAS No. 80-49-9)

8-Azoniabicyclo[3.2.1]octane,3-[(2-hydroxy-2-phenylacetyl)oxy]-8,8-dimethyl-, bromide (1:1), (3-endo)- C17H24NO3.Br (cas 80-49-9) Molecular Structure

80-49-9 Structure

Identification and Related Records

【Name】
8-Azoniabicyclo[3.2.1]octane,3-[(2-hydroxy-2-phenylacetyl)oxy]-8,8-dimethyl-, bromide (1:1), (3-endo)-
【CAS Registry number】
80-49-9
【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(EC#)】
201-284-0
【Molecular Formula】
C17H24NO3.Br (Products with the same molecular formula)
【Molecular Weight】
370.28
【Inchi】
InChI=1/C17H24NO3.BrH/c1-18(2)13-8-9-14(18)11-15(10-13)21-17(20)16(19)12-6-4-3-5-7-12;/h3-7,13-16,19H,8-11H2,1-2H3;1H/q+1;/p-1/t13-,14?,15+,16?;/m0./s1
【InChIKey】
FUFVKLQESJNNAN-UHFFFAOYSA-M
【Canonical SMILES】
C[N+]1(C2CCC1CC(C2)OC(=O)C(C3=CC=CC=C3)O)C.[Br-]
【MOL File】
80-49-9.mol

Chemical and Physical Properties

【Density】
1.21g/cm3
【Melting Point】
192°C
【Boiling Point】
403.3°C at 760 mmHg
【Refractive Index】
1.588
【Flash Point】
197.7°C
【Computed Properties】
Molecular Weight:370.28136 [g/mol]
Molecular Formula:C17H24BrNO3
H-Bond Donor:1
H-Bond Acceptor:4
Rotatable Bond Count:4
Exact Mass:369.093956
MonoIsotopic Mass:369.093956
Topological Polar Surface Area:46.5
Heavy Atom Count:22
Formal Charge:0
Complexity:374
Isotope Atom Count:0
Defined Atom Stereocenter Count:0
Undefined Atom Stereocenter Count:3
Defined Bond Stereocenter Count:0
Undefined Bond Stereocenter Count:0
Covalently-Bonded Unit Count:2

Safety and Handling

【Risk Statements】
R20/21/22
【Safety Statements 】
S22;S26;S36
【Safety】

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

【Transport】
1544
【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.

【Report】

Reported in EPA TSCA Inventory.

Use and Manufacturing

【Usage】
Homatropine methylbromide or Methylhomatropine bromide is a quaternary ammonium salt of methylhomatropine. Methylhomatropine is a peripherally acting anticholinergic medication that inhibits muscarinic acetylcholine receptors and thus the parasympathetic nervous system. Methylhomatropine does not cross the blood–brain barrier. Methylhomatropine is used, in addition to papaverine, as component of mild drugs that help "flush" the bile.

Biomedical Effects and Toxicity

【Therapeutic Uses】
Homatropine methylbromide or Methylhomatropine bromide is a quaternary ammonium salt of methylhomatropine. Methylhomatropine is a peripherally acting anticholinergic medication that inhibits muscarinic acetylcholine receptors and thus the parasympathetic nervous system. Methylhomatropine does not cross the blood–brain barrier. Methylhomatropine is used, in addition to papaverine, as component of mild drugs that help "flush" the bile.

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