CAS 590-63-6|Bethanechol chloride

Introduction：Basic information about CAS 590-63-6|Bethanechol chloride, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Bethanechol chloride BiologicalActivity
3. Chemical & Physical Properties
4. Toxicological Information
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
5. Safety Information
6. Customs
7. Articles32
8. Synonyms

Common Name	Bethanechol chloride
CAS Number	590-63-6	Molecular Weight	196.68
Density	/	Boiling Point	/
Molecular Formula	C₇H₁₇ClN₂O₂	Melting Point	187-190ºC
MSDS	ChineseUSA	Flash Point	/
Symbol	GHS07	Signal Word	Warning

Names

Name	bethanechol chloride
Synonym	More Synonyms

Bethanechol chloride BiologicalActivity

Description	Bethanechol Chloride is a selective muscarinic receptor agonist without any effect on nicotinic receptors.Target: mAChRBethanechol is a parasympathomimetic choline carbamate that selectively stimulates muscarinic receptors without any effect on nicotinic receptors. Unlike acetylcholine, bethanechol is not hydrolyzed by cholinesterase and will therefore have a long duration of action. Oral bethanechol significantly improves contraction pressures and bolus transit in the smooth muscle portion of the esophagus in patients with severe IEM [1]. Bethanechol has potential benefit in the treatment of cerebral palsy [2].
Related Catalog	Signaling Pathways >>GPCR/G Protein >>mAChRSignaling Pathways >>Neuronal Signaling >>mAChRResearch Areas >>Metabolic Disease
References	[1]. Agrawal, A., et al., Bethanechol improves smooth muscle function in patients with severe ineffective esophageal motility. J Clin Gastroenterol, 2007. 41(4): p. 366-70. [2]. Carter, W.J., Unexpected benefits of bethanechol in adults with cerebral palsy. Med J Aust, 2008. 189(5): p. 293.

Description

Bethanechol Chloride is a selective muscarinic receptor agonist without any effect on nicotinic receptors.Target: mAChRBethanechol is a parasympathomimetic choline carbamate that selectively stimulates muscarinic receptors without any effect on nicotinic receptors. Unlike acetylcholine, bethanechol is not hydrolyzed by cholinesterase and will therefore have a long duration of action. Oral bethanechol significantly improves contraction pressures and bolus transit in the smooth muscle portion of the esophagus in patients with severe IEM [1]. Bethanechol has potential benefit in the treatment of cerebral palsy [2].

Related Catalog

Signaling Pathways >>GPCR/G Protein >>mAChRSignaling Pathways >>Neuronal Signaling >>mAChRResearch Areas >>Metabolic Disease

References

[1]. Agrawal, A., et al., Bethanechol improves smooth muscle function in patients with severe ineffective esophageal motility. J Clin Gastroenterol, 2007. 41(4): p. 366-70.

[2]. Carter, W.J., Unexpected benefits of bethanechol in adults with cerebral palsy. Med J Aust, 2008. 189(5): p. 293.

Chemical & Physical Properties

Melting Point	187-190ºC
Molecular Formula	C₇H₁₇ClN₂O₂
Molecular Weight	196.68
PSA	52.32000
InChIKey	XXRMYXBSBOVVBH-UHFFFAOYSA-N
SMILES	CC(C[N+](C)(C)C)OC(N)=O.[Cl-]
Storage condition	2-8°C
Water Solubility	H2O: 1.7 g/mL stable for several days at 4°C.

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: BR5425000

CHEMICAL NAME :: Ammonium, (2-hydroxypropyl)trimethyl-, chloride, carbamate

CAS REGISTRY NUMBER :: 590-63-6

LAST UPDATED :: 199701

DATA ITEMS CITED :: 13

MOLECULAR FORMULA :: C7-H17-N2-O2.Cl

MOLECULAR WEIGHT :: 196.71

WISWESSER LINE NOTATION :: ZVOY1&1K1&1&1 &Q &G

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Human

DOSE/DURATION :: 130 mg/kg

TOXIC EFFECTS :: Skin and Appendages - dermatitis, other (after systemic exposure) Skin and Appendages - sweating

REFERENCE :: 34ZIAG "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969 Volume(issue)/page/year: -,130,1969

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Human - man

DOSE/DURATION :: 1071 ug/kg/3D-I

TOXIC EFFECTS :: Skin and Appendages - dermatitis, allergic (after systemic exposure) Skin and Appendages - sweating

REFERENCE :: ARDEAC Archives of Dermatology. (AMA, 535 N. Dearborn St., Chicago, IL 60610) V.82- 1960- Volume(issue)/page/year: 95,499,1967

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1500 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 58,337,1936

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 175 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 58,337,1936

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 21 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 58,337,1936

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intramuscular

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 220 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,139,1982

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 250 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 58,337,1936

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 120 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 58,337,1936

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 10 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 58,337,1936

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intramuscular

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 192 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,139,1982

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 13 mg/kg

TOXIC EFFECTS :: Vascular - BP lowering not characterized in autonomic section

REFERENCE :: AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 106,245,1956 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X4038 No. of Facilities: 33 (estimated) No. of Industries: 2 No. of Occupations: 9 No. of Employees: 3625 (estimated) No. of Female Employees: 1425 (estimated)

Safety Information

Symbol	GHS07
Signal Word	Warning
Hazard Statements	H302
Precautionary Statements	P301 + P312 + P330
Personal Protective Equipment	dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes	Xn
Risk Phrases	R22
Safety Phrases	S36
RIDADR	NONH for all modes of transport
WGK Germany	3
RTECS	BR5425000
HS Code	2924199090

Customs

HS Code	2924199090
Summary	2924199090. other acyclic amides (including acyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Articles32

Characterization of the motor inhibitory role of colonic mucosa under chemical stimulation in mice.

Am. J. Physiol. Gastrointest. Liver Physiol. 306(7) , G614-21, (2014)

The main roles of the colonic mucosa are the absorption of water and electrolytes and the barrier function that preserves the integrity of the colonic wall. The mediators and mechanisms to accomplish ...

Exogenous activation of muscarinic receptors decreases subsequent non-muscarinic bladder contractions in vivo in the female rat.

Life Sci. 92(12) , 733-9, (2013)

To determine if the muscarinic agonist, bethanechol, inhibits the non-cholinergic, atropine-resistant (i.e. putatively purinergic) component of naturally occurring (i.e. reflexogenic) bladder contract...

Characterization of a refinement of the "pylorus ligation" model of rat gastric ulceration resulting in "no pain" and a more specific pharmacological response.

J. Pharmacol. Toxicol. Methods 67(2) , 121-8, (2013)

The pharmacological assessment of the factors for gastric protection of a test substance should involve experimental models that can determine the involvement of cytoprotective factors, as well as the...

Synonyms

Methacholinium chloride

Besacholine

Mechothane

1-propanaminium, 2-[(aminocarbonyl)oxy]-N,N,N-trimethyl-, chloride

Methacholine chloride

β-Methylcholine chloride urethan

Urecholine chloride

Uro-Carb

2-carbamoyloxypropyl(trimethyl)azanium,chloride

b-Methylacetylcholine Chloride

Acetyl-b-methylcholine Chloride

2-Acetoxy-N,N,N-trimethylpropan-1-aminium chloride

(2-Carbamoyloxy-propyl)-trimethyl-ammonium,Chlorid

2-(Carbamoyloxy)-N,N,N-trimethylpropan-1-aminium chloride

Carbamate of (2-Hydroxypropyl)trimethylammonium Chloride

Mictone

2-(acetyloxy)-N,N,N-trimethylpropan-1-aminium chloride

2-(Carbamoyloxy)-N,N,N-trimethyl-1-propanaminium chloride

2-[(aminocarbonyl)oxy]-N,N,N-trimethylpropan-1-aminium chloride

Carbamylmethylcholine chloride

Urecholine

2-[(Aminocarbonyl)oxy]-N,N,N-trimethyl-1-propanaminium Chloride

(2-Carbamoyloxypropyl)trimethylammonium chloride

Bethanechol chloride

(2-carbamoyloxy-propyl)-trimethyl-ammonium,chloride

Trimethyl-b-acetoxypropylammonium Chloride

Mechotane

O-Acetyl-b-methylcholine Chloride

BTC

Mecothane

2-carbamyloxy-1-(N,N,N-trimethyl)-propylammonium chloride

MFCD00055224

1-Propanaminium, 2-[(aminocarbonyl)oxy]-N,N,N-trimethyl-, chloride (1:1)

methylcarbachol chloride

UNII:0W5ETF9M2K

EINECS 209-686-8

Bethanechol

1-Propanaminium, 2-(acetyloxy)-N,N,N-trimethyl-, chloride (1:1)

DUVOID

Myocholine

2-Acetoxy-N,N,N-trimethyl-1-propanaminium chloride

(±)-Acetyl-b-methylcholine Chloride

Bethanechol (chloride)

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