Methscopolamine bromide

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Methscopolamine bromide

Product Name: Methscopolamine bromide
CAS No.: 155-41-9
Chemical Name: Methscopolamine bromide
Synonyms: blocan;diopal;nutrop;pamine;ampyrox;holopan;holopon;mescopil;paraspan;-tropate
CBNumber: CB0746986
Molecular Formula: C18H24BrNO4
Formula Weight: 398.29
MOL File: 155-41-9.mol

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Methscopolamine bromide Property

Melting point:: 214-217 °C (decomp)
refractive index: -24 ° (C=1, H2O)
storage temp.: Store at -20°C
solubility: H₂O: 50 mg/mL
form: powder
color: white
optical activity: [α]25/D 25°, c = 5 in H2O(lit.)
Merck: 14,6003
Stability:: Hygroscopic
CAS DataBase Reference: 155-41-9
EPA Substance Registry System: 3-Oxa-9-azoniatricyclo[3.3.1.02,4]nonane, 7-[(2S)-3-hydroxy-1-oxo-2-phenylpropoxy]-9,9-dimethyl-, bromide (1:1), (1.alpha.,2.beta.,4.beta.,5.alpha.,7.beta.)- (155-41-9)

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Safety

Hazard Codes: T,N,Xn
Risk Statements: 23/24/25-50/53-20/21/22-20/21
Safety Statements: 36/37/39-45-61-60-36/37
RIDADR: UN 1544 6.1/PG 3
WGK Germany: 3
RTECS: YM3675000
HazardClass: 6.1
PackingGroup: III
HS Code: 29399990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H400Very toxic to aquatic life

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: S8502
Product name: (?)-Scopolamine methyl bromide
Purity: ≥98% (HPLC), powder
Packaging: 1g
Price: $81.4
Updated: 2024/03/01

Sigma-Aldrich

Product number: 1421009
Product name: Methscopolamine bromide
Purity: United States Pharmacopeia (USP) Reference Standard
Packaging: 200mg
Price: $436
Updated: 2024/03/01

TCI Chemical

Product number: S0231
Product name: Scopolamine Methyl Bromide
Purity: >98.0%(T)
Packaging: 1g
Price: $73
Updated: 2024/03/01

Cayman Chemical

Product number: 23862
Product name: Methylscopolamine (bromide)
Purity: ≥98%
Packaging: 500mg
Price: $40
Updated: 2024/03/01

Cayman Chemical

Product number: 23862
Product name: Methylscopolamine (bromide)
Purity: ≥98%
Packaging: 1g
Price: $72
Updated: 2024/03/01

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Methscopolamine bromide Chemical Properties,Usage,Production

Chemical Properties

Methscopolamine Bromide is an anticholinergic, which occurs as white crystals, or as a white odorless crystalline powder. It melts at about 225°C with decomposition. The drug is freely soluble in water, slightly soluble in alcohol, and insoluble in acetone and in chloroform.

Originator

Pamine,Upjohn,US,1953

Uses

Methscopolamine bromide is the methylated derivative of Scopolamine, a muscarinic antagonist that is similar to acetylcholine. It have been used for the treatment of peptic ulcers by reducing acid secretion of the stomach and is used to treat morning sickness.

Definition

ChEBI: Scopolamine methyl bromide is a quaternary ammonium salt resulting from the reaction of the amino group of scopolamine with methyl bromide. It has a role as a muscarinic antagonist, an antiemetic, an antispasmodic drug and a parasympatholytic. It is a quaternary ammonium salt and a bromide salt. It is functionally related to a scopolamine.

Application

(-)-Scopolamine methyl bromide was administered to rats to inhibit the peripheral cholinergic effects induced by pilocarpine.

Manufacturing Process

In a one-liter separatory funnel, 94 g (0.215 mol) of scopolamine hydrobromide trihydrate was dissolved in 250 ml of water, made alkaline by shaking with 40 g (1 mol) of sodium hydroxide in 150 ml of water, and the free base immediately extracted with ether. As scopolamine is somewhat soluble in water, the aqueous layer was saturated with potassium carbonate and again extracted with ether. The combined ether extracts were dried over anhydrous magnesium sulfate and the ether removed by distillation, leaving 65 g (0.214 mol; 100% yield) of nearly colorless oil. Then 100 g (1.05 mols) of cold methyl bromide was added to a chilled, 500-ml pressure flask containing the 65 g of scopolamine, the flask stoppered tightly with a clamp, and allowed to stand at room temperature for 96 hours.
The flask was cooled before opening, excess methyl bromide removed by filtration, and the white solid washed thoroughly with dry ether. The yield of crude scopolamine methyl bromide was 80g (94% yield; 93.5% over-all yield).
The salt was recrystallized from 550 ml of alcohol; first crop, 70 g, MP 212° to 214°C; second crop, 6 g, MP 195° to 200°C. The combined crops were again recrystallized from 500 ml of 3-A alcohol; MP 210° to 212°C. The third recrystallization from 600 ml of alcohol yielded 64 g, MP 214° to 216°C, a 75% yield based on scopolamine hydrobromide trihydrate starting material.

Therapeutic Function

Spasmolytic

Biochem/physiol Actions

Competitive muscarinic acetylcholine receptor antagonist.

Mode of action

methscopolamine bromide is used to treat gastrointestinal disorders such as peptic ulcers, irritable bowel syndrome, and stomach cramps. Its mechanism of action involves blocking the action of acetylcholine on smooth muscle cells in the digestive tract, thereby reducing spasms and increasing motility.

References

[1] ANDRé ROBERT JAMES E N. Effect of an anti-acetylcholine drug, methscopolamine bromide, on ulcer formation and gastric mucus[J]. Journal of Pharmacy and Pharmacology, 1964, 16 10: 690-695. DOI:10.1111/j.2042-7158.1964.tb07388.x.
[2] M A WASSERMAN R L G. Bronchospasmolytic effects of methscopolamine bromide.[J]. Journal of Pharmacology and Experimental Therapeutics, 1979, 211 1: 159-166.
[3] J A DANIEL. Methscopolamine bromide blocks hypothalamic-stimulated release of growth hormone in ewes.[J]. Journal of animal science, 1997, 75 5: 1359-1362. DOI:10.2527/1997.7551359x.

Methscopolamine bromide Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Methscopolamine bromide manufacturers

Career Henan Chemical Co

Product: METHSCOPOLAMINE BROMIDE 155-41-9
Price: US $2.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 100kg
Release date: 2018-12-24

155-41-9, Methscopolamine bromideRelated Search:

Scopolamine Hydrobromide Trihydrate N-METHYLPIPERIDINE-2-ETHANOL (S)-(+)-1-Methyl-3-pyrrolidinol HYOSCYAMINE HYDROBROMIDE ATROPINE METHYL BROMIDE Cimetropium bromide (S)-3-Hydroxypyrrolidine ANISODAMINE HYDROBROMIDE (R)-(+)-PIPERIDINE-2-ETHANOL Methscopolamine bromide 3S-3-METHYLMORPHOLINE L-Hyoscyamine 1-Methyl-2-pyrrolidineethanol 2-Piperidineethanol Scopolamine hydrobromide Scopine 3-methylmorpholine Atropine

METHSCOPOLAMINE BROMIDE

(-)SCOPOLAMINE METHYL BROMIDE

SCOPOLAMINE METHYL BROMIDE

(-)-tropate

,9-dimethyl-,bromide,[7(s)-(1alpha,2beta,4beta,5alpha,7beta)]-

.0(2,4)]nonanebromide

1alphah,5alphah-tropanium,6beta,7beta-epoxy-3alpha-hydroxy-8-methyl-,bromide,

3-oxa-9-azoniatricyclo(3.3.1.0(2,4))nonane,7-(3-hydroxy-1-oxo-2-phenylpropoxy)

3-oxa-9-azoniatricyclo[3.3.1.02,4]nonane,7-(3-hydroxy-1-oxo-2-phenyl-

3-oxa-9-azoniatricyclo[3.3.1.02,4]nonane,7-(3-hydroxy-1-oxo-2-phenylpropoxy)-9

5-alpha-h-tropanium,6-beta,7-beta-epoxy-3-alpha-hydroxy-8-methyl-1-alpha-b

5-alpha-h-tropanium,6-beta,7-beta-epoxy-3-alpha-hydroxy-8-methyl-1-alpha-br

6beta,7beta-epoxy-3alpha-hydroxy-8-methyl-1alphah,5alphah-tropaniumbromide(-)

7-(3-hydroxy-1-oxo-2-phenylpropoxy)-9,9-dimethyl-3-oxo-9-azoniatricyclo-[3.3.1

-9,9-dimethyl-,bromide,(7(s)-(1alpha,2bet///

ampyrox

blocan

diopal

epoxymethaminebromide

epoxytropinetropatemethylbromide

holopan

holopon

lescopinebromide

mescopil

methoscopylaminebromide

methylbromidescopolamine

methylscopolaminebromide

methylscopolaminehydrobromide

neo-avagal

n-methylhyoscinebromide

n-methylscopolammoniumbromide

nutrop

omide,(-)-tropate(ester)

pamine

paminebromide

N-methylhyoscinium bromide

(-)-SCOPOLAMINE METHYL BROMIDE CHOLINERG IC ANTAGONIS

Hyoscine methobromide

Hyoscine methyl bromide, Methscopolamine bromide

(-)-Tropate(ester)

1.alpha.-H,5.alpha.H-Tropanium, 6.beta.,7.beta.-epoxy-3.alpha.-hydroxy-8-methyl-, bromide, (-)-tropate

1.alpha.H,5.alpha.H-Tropanium, 6.beta.,7.beta.-epoxy-3.alpha.-hydroxy-8-methyl-, bromide, (-)-tropate

3-Oxa-9-azoniatricyclo[3.3.1.02,4]nonane, 7-(3-hydroxy-1-oxo-2-phenylpropoxy)-9,9-dimethyl-, bromide, [7(S)-(1.alpha.,2.beta.,4.beta.,5.alpha.,7.beta.)]-

Methscopolamine Bromide (200 mg)

3-Oxa-9-azoniatricyclo3.3.1.02,4nonane, 7-(2S)-3-hydroxy-1-oxo-2-phenylpropoxy-9,9-dimethyl-, bromide, (1.alpha.,2.beta.,4.beta.,5.alpha.,7.beta.)-

(-)-Scopolaminmethylbromid

HYOSCINE METHYL BROMIDE

Hyoscine Butylbromide Impurity C

(1α,2β,4β,5α,7β)-7-[(2S)-3-hydroxy-1-oxo-2-phenylpropoxy]-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonane, bromide (1:1)

paraspan

proscomide

restropin

romide,(-)-tropate(ester)

scopolaminemethobromide

-tropate

Hyoscine Hydrobromide EP Impurity C

Oxitropium bromide impurity B CRS

Homatropine Methylbromide EP Impurity D