Bethanechol Chloride
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MedKoo CAT#: 315283

CAS#: 590-63-6

Description: Bethanechol chloride, a cholinergic agent, is a synthetic esler which is structurally and pharmacologically related to acetylcholine. It is designated chemically as Z-[(aminocarbony) oxy]-N, N, (V-trimethyl-1-propanaminium chloride. Its molecular formula is C7H17CIN202. It is a white, hygroscopic crystalline powder having a slight amine-like odor, freely soluble in water, and has a molecular weight of 196.68. Each tablet for oral administration contains 5 mg, 10 mg, 25 mg or 50 mg bethanechol chloride, USP Tablets also contain the following inactive ingredients: colloidal silicon dioxide, lactose monohydrate, magnesium stearate, microcrystalline cellulose, sodium starch glycolate, (25 mg and 50 mg) D&C~ Yellow # 10 Lake and FD&C Yellow # 6 Lake.


Chemical Structure

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Bethanechol Chloride
CAS# 590-63-6

Theoretical Analysis

MedKoo Cat#: 315283
Name: Bethanechol Chloride
CAS#: 590-63-6
Chemical Formula: C7H17ClN2O2
Exact Mass: 196.1
Molecular Weight: 196.68
Elemental Analysis: C, 42.75; H, 8.71; Cl, 18.03; N, 14.24; O, 16.27

Price and Availability

Size Price Availability Quantity
50.0mg USD 50.0 2 weeks
100.0mg USD 80.0 2 weeks
200.0mg USD 90.0 2 weeks
500.0mg USD 120.0 2 weeks
1.0g USD 150.0 2 weeks
2.0g USD 250.0 2 weeks
5.0g USD 350.0 2 weeks
10.0g USD 550.0 2 weeks
25.0g USD 950.0 2 weeks
50.0g USD 1250.0 2 weeks
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Synonym:

IUPAC/Chemical Name: 2-(carbamoyloxy)-N,N,N-trimethylpropan-1-aminium chloride

InChi Key: XXRMYXBSBOVVBH-UHFFFAOYSA-N

InChi Code: InChI=1S/C7H16N2O2.ClH/c1-6(11-7(8)10)5-9(2,3)4;/h6H,5H2,1-4H3,(H-,8,10);1H

SMILES Code: CC(OC(N)=O)C[N+](C)(C)C.[Cl-]

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO.

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

Preparing Stock Solutions

The following data is based on the product molecular weight 196.68 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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1: Suaid HJ, Rocha JN, Martins AC, Cologna AJ, Tucci SJ. Modulation of urethral alpha-sympathetic by parasympathetic before and following bethanechol chloride injection. Int Braz J Urol. 2003 Mar-Apr;29(2):162-5. PubMed PMID: 15745502.

2: Liu L, Rittenhouse AR. Pharmacological discrimination between muscarinic receptor signal transduction cascades with bethanechol chloride. Br J Pharmacol. 2003 Apr;138(7):1259-70. PubMed PMID: 12711626; PubMed Central PMCID: PMC1573771.

3: Allen LV Jr, Erickson MA. Stability of bethanechol chloride, pyrazinamide, quinidine sulfate, rifampin, and tetracycline hydrochloride in extemporaneously compounded oral liquids. Am J Health Syst Pharm. 1998 Sep 1;55(17):1804-9. PubMed PMID: 9775343.

4: Schlatter JL, Saulnier JL. Bethanechol chloride oral solutions: stability and use in infants. Ann Pharmacother. 1997 Mar;31(3):294-6. PubMed PMID: 9066934.

5: Baranowska-Daca E, Torneli J, Popovich RP, Moncrief JW. Use of bethanechol chloride to increase available ultrafiltration in CAPD. Adv Perit Dial. 1995;11:69-72. PubMed PMID: 8534741.

6: Taillandier J, Boiteux JP, Boyer L, Guy L, Giraud B. Re: Detection of missing vesicoureteral reflux with bethanechol chloride-aided voiding cystourethrography. J Urol. 1993 Apr;149(4):867-8. PubMed PMID: 8095993.

7: Araki T, Nakano S, Sugimura Y, Tochigi H, Kawamura J, Kato T, Tajima K, Chigusa I, Saito K, Morisita H, et al. [Efficacy of combination of Ea-0643 (bunazosin hydrochloride) and bethanechol chloride in patients with neurogenic bladder]. Hinyokika Kiyo. 1990 Nov;36(11):1379-83. Japanese. PubMed PMID: 1981126.

8: Harbaugh RE, Reeder TM, Senter HJ, Knopman DS, Baskin DS, Pirozzolo F, Chui HC, Shetter AG, Bakay RA, Leblanc R, et al. Intracerebroventricular bethanechol chloride infusion in Alzheimer's disease. Results of a collaborative double-blind study. J Neurosurg. 1989 Oct;71(4):481-6. PubMed PMID: 2571689.

9: Koyanagi T, Morita H, Gotoh T, Nonomura K, Togashi M, Nantani M. Detection of missing vesicoureteral reflux with bethanechol chloride-aided voiding cystourethrography. J Urol. 1989 Mar;141(3):580-2. PubMed PMID: 2563779.

10: Zgourides GD. Bethanechol chloride as a suggested adjunct to prolonged in vivo exposure therapy in the treatment of paruresis. Percept Mot Skills. 1988 Feb;66(1):319-22. PubMed PMID: 2896331.