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590-63-6

Basic Information
CAS No.: 590-63-6
Name: 1-Propanaminium,2-[(aminocarbonyl)oxy]-N,N,N-trimethyl-, chloride (1:1)
Molecular Structure:
Molecular Structure of 590-63-6 (1-Propanaminium,2-[(aminocarbonyl)oxy]-N,N,N-trimethyl-, chloride (1:1))
Formula: C7H17N2O2.Cl
Molecular Weight: 196.677
Synonyms: (2-Hydroxypropyl)trimethylammoniumchloride carbamate (6CI);1-Propanaminium, 2-[(aminocarbonyl)oxy]-N,N,N-trimethyl-,chloride (9CI);Ammonium, (2-hydroxypropyl)trimethyl-, chloride, carbamate(8CI);Besacholine;Bethanechol chloride;Carbamylmethylcholine chloride;Mechotane;Mechothane;Mecothane;Mictone;Myocholine;Myotonachol;Myotonine chloride;NSC 30783;Trimethyl(2-carbamoyloxypropyl)ammonium chloride;Urecholine;Urecholinechloride;Uro-Carb;b-Methyl carbachol chloride;b-Methylcholine chloride urethan;
EINECS: 209-686-8
Density: N/A
Melting Point: 187-190oC
Boiling Point: N/A
Flash Point: N/A
Solubility: N/A
Appearance: white crystalline
Hazard Symbols: HarmfulXn
Risk Codes: 22
Safety: 36
Transport Information: N/A
PSA: 52.32000
LogP: -2.11930
Synthetic route
75-44-5

phosgene

2382-43-6

(+/-)-(2-hydroxy-propyl)-trimethyl-ammonium; chloride

590-63-6

bethanechol chloride

Conditions
ConditionsYield
With chloroform folgende Einwirkung von NH3;
With 1,2-dichloro-ethane; 2,3-Dimethylaniline folgende Einwirkung von NH3;
590-63-6

bethanechol chloride

1200-22-2

(R)-1,2-dithiolane-3-pentanoic acid

2-(carbamoyloxy)-N,N,N-trimethylpropan-1-aminium (R)-5-(1,2-dithiolan-3-yl)pentanoate

Conditions
ConditionsYield
Stage #1: bethanechol chloride With sodium hydrogencarbonate In methanol at 20℃; for 0.0833333h;
Stage #2: (R)-1,2-dithiolane-3-pentanoic acid In methanol at 20℃; for 16h;
97.6%
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Chemistry

Chemical Name:  Bethanechol
IUPAC NAME: 2-Carbamoyloxypropyl(trimethyl)azanium chloride
CAS No.: 590-63-6
EINECS: 209-686-8
RTECS: BR5425000
Molecular Formula: C7H17ClN2O2
Molecular Weight: 196.68 g/mol
Storage temp.: 2-8°C
Following is the structure of (2-Hydroxypropyl)trimethylammonium chloride carbamate (590-63-6):


Product Categories about (2-Hydroxypropyl)trimethylammonium chloride carbamate (590-63-6) is Acetylcholine receptor
The chemical synonymous of (2-Hydroxypropyl)trimethylammonium chloride carbamate (590-63-6) are (2-Hydroxypropyl)trimethylammoniumchloridecarbamate ; 2-((Aminocarbonyl)oxy)-N,N,N-trimethyl-1-propanaminiuchloride ; 2-[(Aminocarbonyl)oxy]-N,N,N-trimethyl-1-propanaminiuchloride ; Ammonium,(2-hydroxypropyl)trimethyl-,chloride,carbamate ; Beta-Methylcholinechlorideurethan ; Bethainecholinechloride ; Carbaminoyl,Beta-Methylcholinechloride ; Carbamyl-B-methylcholinechloride*crystalline

Uses

 (2-Hydroxypropyl)trimethylammonium chloride carbamate (590-63-6) is used as an anticholinergic drugs and it has a strong excitatory effect on smooth muscle.

Toxicity Data With Reference

1.    

scu-hmn TDLo:130 mg/kg:SKN

    34ZIAG    Toxicology of Drugs and Chemicals ,Deichmann, W.B.,New York, NY.: Academic Press, Inc.,1969,130.
2.    

scu-man TDLo:1071 µg/kg/3D-I:SKN

    ARDEAC    Archives of Dermatology. 95 (1967),499.
3.    

orl-rat LD50:1500 mg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 58 (1936),337.
4.    

scu-rat LD50:175 mg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 58 (1936),337.
5.    

ivn-rat LD50:21 mg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 58 (1936),337.
6.    

ims-rat LD50:220 mg/kg

    NIIRDN    “Drugs in Japan. Ethical Drugs, 6th Edition 1982“ Edited by Japan Pharmaceutical Information Center. 6 (1982),139.
7.    

orl-mus LD50:250 mg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 58 (1936),337.
8.    

scu-mus LD50:120 mg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 58 (1936),337.
9.    

ivn-mus LD50:10 mg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 58 (1936),337.
10.    

ims-mus LD50:192 

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Poison by ingestion, subcutaneous, intramuscular and intravenous routes. Human systemic effects by subcutaneous route: allergic dermatitis and sweating. Used as a synthetic cholinergic drug. When heated to decomposition it emits very toxic fumes of NH3, NOx, and Cl. See also CARBAMATES.
Hazard Codes:
Xn: Harmful
Risk Statements about (2-Hydroxypropyl)trimethylammonium chloride carbamate (590-63-6):
R22 Harmful if swallowed.
Safety Statements about (2-Hydroxypropyl)trimethylammonium chloride carbamate (590-63-6):
S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.