Ciclotropium (free base)

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MedKoo CAT#: 412885

CAS#: 764602-65-5 (free base)

Description: Ciclotropium (free base) is quaternary ammonium compound with anticholinergic and parasympatholytic activity. Oral Cyclotropium bromide inhibited fasting and meal-stimulated colonic motility significantly without causing adverse side effects. After cyclotropium bromide, there was a significant correlation between antral contraction amplitude and gastric emptying.

Chemical Structure

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Ciclotropium (free base)
CAS# 764602-65-5 (free base)
Instruction

Theoretical Analysis

MedKoo Cat#: 412885
Name: Ciclotropium (free base)
CAS#: 764602-65-5 (free base)
Chemical Formula: C24H36NO2+
Exact Mass: 370.27
Molecular Weight: 370.560
Elemental Analysis: C, 77.79; H, 9.79; N, 3.78; O, 8.64

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Related CAS #: 85166-20-7 (Br)   764602-65-5 (free base)  

Synonym: Ciclotropium (free base); Ciclotropium ion; iclotropium cation; UNII-S28PG9706T

IUPAC/Chemical Name: (1R,3r,5S)-3-(2-cyclopentyl-2-phenylacetoxy)-8-isopropyl-8-methyl-8-azabicyclo[3.2.1]octan-8-ium

InChi Key: WNMNMBROVJBYLM-GJSXJBKHSA-N

InChi Code: InChI=1S/C24H36NO2/c1-17(2)25(3)20-13-14-21(25)16-22(15-20)27-24(26)23(19-11-7-8-12-19)18-9-5-4-6-10-18/h4-6,9-10,17,19-23H,7-8,11-16H2,1-3H3/q+1/t20-,21+,22+,23?,25?

SMILES Code: CC([N+]1([C@@H]2CC[C@H]1C[C@@H](OC(C(c3ccccc3)C4CCCC4)=O)C2)C)C

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

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 370.56 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Heuer H, Frenking B, Thale J, Gülker H, Müller US, Bender F. Effects of the new vagolytic compound ciclotropium bromide on heart rate and atrial vulnerability. Arzneimittelforschung. 1986 Oct;36(10):1451-4. PMID: 2434105.

2: Liebmann B, Mayer S, Mutschler E, Spahn-Langguth H. Studies on the metabolic clearance of ciclotropium to alpha-phenylciclopentylacetic acid using a new enantiospecific metabolite assay. Arzneimittelforschung. 1992 Nov;42(11):1354-8. PMID: 1492851.

3: Glube N, Closs E, Langguth P. OCTN2-mediated carnitine uptake in a newly discovered human proximal tubule cell line (Caki-1). Mol Pharm. 2007 Jan- Feb;4(1):160-8. doi: 10.1021/mp060073a. PMID: 17274673.

4: Liebmann B, Henke D, Spahn-Langguth H, Mutschler E. Determination of the quaternary compound ciclotropium in human biological material after hydrolysis and derivatization with the fluorophor flunoxaprofen chloride. J Chromatogr. 1991 Dec 6;572(1-2):181-93. doi: 10.1016/0378-4347(91)80482-r. PMID: 1818053.

5: Brandstätter G, Kratochvil P, Stupnicki T, Zenker G. Die Wirkung von Ciclotropiumbromid auf den Druck im menschlichen Gallengangsystem [Effect of ciclotropium bromide on pressure in the human common bile duct]. Arzneimittelforschung. 1983;33(12):1691-3. German. PMID: 6686777.

6: Ding RW, Port RE, Ortmann K, Liebmann B, Spahn-Langguth H, Mutschler E, Weber E. The effect of ciclotropium on human heart rate. Eur J Clin Pharmacol. 1994;46(5):455-9. doi: 10.1007/BF00191911. PMID: 7957543.

7: Lepsien G, Buck W. Doppelblindstudie zur Wirkung von Ciclotropiumbromid auf die glatte Muskulatur des Osophagus. Darstellung eines Tests zur spasmolytischen Wirksamkeit [Double-blind study of the effect of cyclotropium bromide on the smooth musculature of the esophagus. Description of a test of spasmolytic action]. Arzneimittelforschung. 1988 Jul;38(7):927-31. German. PMID: 3207438.