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Bethanechol

Bethanechol
Bethanechol structure
CAS No.
590-63-6
Chemical Name:
Bethanechol
Synonyms
duvoid;Mictone;Uro-Carb;Mechotane;Mecothane;NSC 30783;-β-methyL;mechothane;myocholine;urecholine
CBNumber:
CB8156880
Molecular Formula:
C7H17ClN2O2
Formula Weight:
196.68
MOL File:
590-63-6.mol

Bethanechol Properties

Melting point:
187-190°C
storage temp. 
Inert atmosphere,2-8°C
solubility 
H2O: 1.7 g/mL stable for several days at 4°C.
form 
crystalline
color 
white
Merck 
14,1185
CAS DataBase Reference
590-63-6(CAS DataBase Reference)
FDA UNII
004F72P8F4
NCI Drug Dictionary
bethanechol chloride
EPA Substance Registry System
1-Propanaminium, 2-[(aminocarbonyl)oxy]-N,N,N-trimethyl-, chloride (590-63-6)
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P301+P312+P330-P264-P270-P301+P312a-P330-P501a
Hazard Codes  Xn
Risk Statements  22
Safety Statements  36
WGK Germany  3
RTECS  BR5425000
TSCA  Yes
HS Code  2924190002

Bethanechol price More Price(12)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich C5259 Carbamyl-β-methylcholine chloride ≥99% (TLC), crystalline 590-63-6 5g $167 2020-08-18 Buy
Sigma-Aldrich 1071009 Bethanechol chloride United States Pharmacopeia (USP) Reference Standard 590-63-6 200mg $366 2021-03-22 Buy
TCI Chemical B4828 Bethanechol Chloride >98.0%(T) 590-63-6 5g $86 2021-03-22 Buy
TCI Chemical B4828 Bethanechol Chloride >98.0%(T) 590-63-6 25g $215 2021-03-22 Buy
Alfa Aesar J65919 Bethanechol chloride, 98% 590-63-6 5g $110 2021-03-22 Buy

Bethanechol Chemical Properties,Uses,Production

Chemical Properties

White Solid

Originator

Urecholine CI,MSD,US,1949

Uses

cholinergic

Uses

A selective muscarinic receptor stimulant, used to treat cerebral palsy.

Uses

Therapeutic action of Betanechol is based on this action, and it is used for treating postoperational non-obstructive retention of urine and neurogenic bladder atony. Earlier, it was used for treating gastrointestinal illnesses and Alzheimer’s disease.

Definition

ChEBI: The chloride salt of bethanechol. A slowly hydrolysed muscarinic agonist with no nicotinic effects, it is used to increase smooth muscle tone, as in the gastrointestinal tract following abdominal surgery, treatment of gastro-oesophageal reflux disease, and as an alternative to catheterisation in the treatment of non-obstructive urinary retention.

Manufacturing Process

About 3 grams of β-methylcholine chloride are stirred at room temperature with an excess of phosgene dissolved in 50 grams of chloroform, for about 2 hours. Excess phosgene and hydrochloric acid are removed by distillation under vacuo. Additional chloroform is added to the syrup and the mixture is poured into excess ammonia dissolved in chloroform and cooled in solid carbon dioxide-acetone. The solid is filtered and extracted with hot absolute alcohol. The solid in the alcohol is precipitated with ether, filtered, and recrystallized from isopropanol. The carbaminoyl-β-methylcholine chloride obtained has a melting point of about 220°C.

brand name

Duvoid (WellSpring); Myotonachol (Glenwood); Urecholine (Odyssey).

Therapeutic Function

Cholinergic

General Description

Bethanechol, β-methylcholinechloride carbamate, (2-hydroxypropyl)trimethylammoniumchloride carbamate, carbamylmethylcholinechloride (Urecholine), is nonspecific in its action on muscarinicreceptor subtypes but appears to be more effective ateliciting pharmacological action of M3 receptors. It haspharmacological properties similar to those of methacholine.Both are esters of β-methylcholine and have feeblenicotinic activity. Bethanechol is inactivated more slowlyby AChE in vivo than is methacholine. It is a carbamyl esterand is expected to have stability in aqueous solutions similarto that of carbachol.

Hazard

Headache, flushing, gastrointestinal distress, diarrhea, hypotension, excessive salivation, sweating, hypersensitivity.

Mechanism of action

Bentanechol is a drug, which has structurally unique qualities of both methacholine and carbachol, i.e. it contains both β-methyl and carbamate functional groups, and quite logically exhibits pharmacological properties of both the drugs. It is resistant to hydrolysis by cholinesterases and has a very minor effect on nicotinic receptors of the autonomic ganglia and neuromuscular junctions. Betanechol has more of a selective action on muscarinic receptors of the gastrointestinal tract and the bladder than do other cholinic esters.

Clinical Use

The main use of bethanechol chloride is in the relief ofurinary retention and abdominal distention after surgery.The drug is used orally and by subcutaneous injection. Itmust never be administered by intramuscular or intravenousinjection because of the danger from cholinergic overstimulationand loss of selective action. Proper administration ofthe drug is associated with low toxicity and no serious sideeffects. Bethanechol chloride should be used with caution inasthmatic patients; when used for glaucoma, it producesfrontal headaches from the constriction of the sphinctermuscle in the eye and from ciliary muscle spasms. Its durationof action is 1 hour.

Chemical Synthesis

Betanechol, 2-carbamoyloxy-1-(N,N,N-trimethyl)propyl ammonium chloride (13.1.8), is made by either the subsequent reaction of 1-(N,N,N-trimethylammonium) propan-2-ol with phosgene, followed by ammonia, or by a completely analogous synthesis of carbachol by the reaction of 1-chloro-2-propanol with phosgene followed by consequent reactions with ammonia, and then with trimethylamine, giving betanechol (13.1.8) [14,15].

Veterinary Drugs and Treatments

In veterinary medicine, bethanechol is used primarily to stimulate bladder contractions in small animals. It also can be used as an esophageal or general GI stimulant, although metoclopramide and/ or neostigmine have largely supplanted it for these uses.

Bethanechol Preparation Products And Raw materials

Raw materials

Preparation Products


Bethanechol Suppliers

Global( 271)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Henan DaKen Chemical CO.,LTD.
+86-371-66670886
info@dakenchem.com China 21031 58
Beijing Cooperate Pharmaceutical Co.,Ltd
010-60279497
010-60279497 sales01@cooperate-pharm.com CHINA 1817 55
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 22607 55
Nanjing ChemLin Chemical Industry Co., Ltd.
025-83697070
product@chemlin.com.cn CHINA 3013 60
Hubei XinRunde Chemical Co., Ltd.
+8615102730682
02783214688 bruce@xrdchem.cn CHINA 567 55
Anhui Royal Chemical Co., Ltd.
+86-025-86655873
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career henan chemical co
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GZ HONCH CHEMICAL TECHNOLOGY CO.,LTD
+8613437848121
+8613437848121 chemicalbest@foxmail.com CHINA 222 58
SHANDONG ZHI SHANG CHEMICAL CO.LTD
+86 18953170293
+86 0531-67809011 sales@sdzschem.com CHINA 2858 58

View Lastest Price from Bethanechol manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-10-22 Bethanechol
590-63-6
US $10.00 / KG 1KG 99% 5tons Hebei Guanlang Biotechnology Co., Ltd.
2021-10-21 Bethanechol chloride
590-63-6
US $1.00-499.00 / g 0.5KG >99% 20tons Anhui Rencheng Technology Co., Ltd
2021-09-16 Bethanechol Chloride
590-63-6
US $0.00 / KG 1KG 99% 1000KG Hangzhou Huarong Pharm Co., Ltd.

Bethanechol Spectrum


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