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Methscopolamine bromide

CAS No.
155-41-9
Chemical Name:
Methscopolamine bromide
Synonyms
nutrop;pamine;blocan;diopal;ampyrox;holopan;holopon;paraspan;-tropate;mescopil
CBNumber:
CB0746986
Molecular Formula:
C18H24BrNO4
Molecular Weight:
398.29
MDL Number:
MFCD00078560
MOL File:
155-41-9.mol
MSDS File:
SDS
Last updated:2024-01-09 16:19:47

Methscopolamine bromide Properties

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
FDA UNII RTN51LK7WL
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)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS09
Signal word  Warning
Hazard statements  H312+H332-H400
Precautionary statements  P261-P271-P273-P280-P302+P352+P312-P304+P340+P312
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
NFPA 704
0
3 0

Methscopolamine bromide price More Price(22)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich S8502 (?)-Scopolamine methyl bromide ≥98% (HPLC), powder 155-41-9 1g $81.4 2024-03-01 Buy
Sigma-Aldrich 1421009 Methscopolamine bromide United States Pharmacopeia (USP) Reference Standard 155-41-9 200mg $436 2024-03-01 Buy
TCI Chemical S0231 Scopolamine Methyl Bromide >98.0%(T) 155-41-9 1g $73 2024-03-01 Buy
Cayman Chemical 23862 Methylscopolamine (bromide) ≥98% 155-41-9 500mg $40 2024-03-01 Buy
Cayman Chemical 23862 Methylscopolamine (bromide) ≥98% 155-41-9 1g $72 2024-03-01 Buy
Product number Packaging Price Buy
S8502 1g $81.4 Buy
1421009 200mg $436 Buy
S0231 1g $73 Buy
23862 500mg $40 Buy
23862 1g $72 Buy

Methscopolamine bromide Chemical Properties,Uses,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

Global( 198)Suppliers
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View Lastest Price from Methscopolamine bromide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
ScopolaMine Methyl BroMide pictures 2022-06-24 ScopolaMine Methyl BroMide
155-41-9
US $0.00-0.00 / kg 1kg 98% 200000 Handan Tongyi New Material Technology Co., Ltd
ScopolaMine Methyl BroMide pictures 2021-07-20 ScopolaMine Methyl BroMide
155-41-9
US $1.00-1.00 / KG 1g 99% 50tons Shaanxi Dideu Medichem Co. Ltd
METHSCOPOLAMINE BROMIDE pictures 2019-07-06 METHSCOPOLAMINE BROMIDE
155-41-9
US $2.00 / kg 1kg 99% 100kg Career Henan Chemical Co
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 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 Hyoscine Hydrobromide EP Impurity C Oxitropium bromide impurity B CRS Homatropine Methylbromide EP Impurity D