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590-63-6

590-63-6 structure
590-63-6 structure
  • Name: Bethanechol chloride
  • Chemical Name: bethanechol chloride
  • CAS Number: 590-63-6
  • Molecular Formula: C7H17ClN2O2
  • Molecular Weight: 196.68
  • Catalog: Biochemical Inhibitor Neuronal Signaling AChR agonist
  • Create Date: 2018-03-03 08:00:00
  • Modify Date: 2025-08-23 22:02:01
  • 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].
Name bethanechol chloride
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)
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
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.
Melting Point 187-190ºC
Molecular Formula C7H17ClN2O2
Molecular Weight 196.68
PSA 52.32000
Storage condition 2-8°C
Water Solubility H2O: 1.7 g/mL stable for several days at 4°C.

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)
Symbol GHS07
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
Precursor  2

DownStream  0

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%
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