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MedKoo Cat#: 317607 | Name: Dicyclomine HCl
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Dicyclomine is an anticholinergic that blocks muscarinic receptors. Dicyclomine is used to treat intestinal hypermotility and the symptoms of irritable bowel syndrome (also known as spastic colon). It relieves muscle spasms and cramping in the gastrointestinal tract by blocking the activity of acetylcholine on cholinergic (or muscarinic) receptors on the surface of muscle cells. It is a smooth muscle relaxant.

Chemical Structure

Dicyclomine HCl
Dicyclomine HCl
CAS#67-92-5 (HCl)

Theoretical Analysis

MedKoo Cat#: 317607

Name: Dicyclomine HCl

CAS#: 67-92-5 (HCl)

Chemical Formula: C19H36ClNO2

Exact Mass: 0.0000

Molecular Weight: 345.95

Elemental Analysis: C, 65.97; H, 10.49; Cl, 10.25; N, 4.05; O, 9.25

Price and Availability

Size Price Availability Quantity
1g USD 150.00 Ready to ship
2g USD 250.00 Ready to ship
5g USD 450.00 2 weeks
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Related CAS #
67-92-5 (HCl) 77-19-0 (free base)
Synonym
Dicyclomine; Dicycloverine; Dicycloverin; Bentylol; Merbentyl; Bentyl
IUPAC/Chemical Name
2-(diethylamino)ethyl 1-cyclohexylcyclohexane-1-carboxylate hydrochloride
InChi Key
GUBNMFJOJGDCEL-UHFFFAOYSA-N
InChi Code
InChI=1S/C19H35NO2.ClH/c1-3-20(4-2)15-16-22-18(21)19(13-9-6-10-14-19)17-11-7-5-8-12-17;/h17H,3-16H2,1-2H3;1H
SMILES Code
O=C(C1(C2CCCCC2)CCCCC1)OCCN(CC)CC.[H]Cl
Appearance
White to off-white crystalline 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, not in water
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
Related CAS# 67-92-5 (Dicyclomine HCl) 77-19-0 (Dicyclomine free base)
Product Data
Product Data
Certificate of Analysis
View CoA: current batch, Lot#SGM70131
Safety Data Sheet (SDS)
View Safety Data Sheet (SDS)
Instruction
View handling instruction
Biological target:
Dicyclomine hydrochloride is a muscarinic cholinergic receptors antagonist with high affinity for muscarinic M1 receptor subtype (Ki=5.1 nM) and M2 receptor subtype (Ki=54.6 nM) in brush-border membrane and basal plasma membranes, respectively.
In vitro activity:
Dicyclomine at concentration of 0.5 mg/ml reduced Candida growth by 50% (Table 1 and Fig. 1b (A)). The minimum fungicidal concentration (MFC) was observed at 1 mg/ml (Table 1 and Fig. 3a). Commercial dicyclomine also reduced Candida albicans growth by 50% [minimun inhibitory concentration (MIC)] at 0.125 mg/ml (Table 1 and Fig. 1b (A)) and MFC was at 0.25 mg/ml (Table 1 and Fig. 3b). Reference: J Antibiot (Tokyo). 2018 Mar;71(4):456-466. https://www.nature.com/articles/s41429-017-0013-z
In vivo activity:
Concerning the retrieval of recent memories of CFC, a two-way ANOVA showed a significant effect of the Minute [F(4,92) = 6.33; p < 0.01] and Treatment [F(2,23) = 22.07; p < 0.01] factors. The post-hoc Tukey's test showed that the group treated with 32 mg/kg dicyclomine exhibited a significant reduction in freezing time compared to the other 2 groups (p < 0.01 in both cases). The rats treated with 16 mg/kg dicyclomine were not significantly different from the saline group. The Minute × Treatment interaction was also significant [F(8,92) = 2.89; p < 0.01]. Tukey's test reveal that group treated with 32 mg/kg of dicyclomine exhibited lower freezing time from the second minute onwards (p < 0.05 for second minute compared to 16 mg/kg of dicyclomine and p < 0.01 for all other minutes). Reference: Physiol Behav. 2017 Feb 1;169:202-207. https://pubmed.ncbi.nlm.nih.gov/27940145/
Solvent mg/mL mM
Solubility
Water 50.0 144.53
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 345.95 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:
1. Ali A, Jadhav A, Jangid P, Patil R, Shelar A, Karuppayil SM. The human muscarinic acetylcholine receptor antagonist, Dicyclomine targets signal transduction genes and inhibits the virulence factors in the human pathogen, Candida albicans. J Antibiot (Tokyo). 2018 Mar;71(4):456-466. doi: 10.1038/s41429-017-0013-z. Epub 2018 Jan 18. PMID: 29348527. 2. Patricio RR, Soares JC, Oliveira MG. M1 muscarinic receptors are necessary for retrieval of remote context fear memory. Physiol Behav. 2017 Feb 1;169:202-207. doi: 10.1016/j.physbeh.2016.12.008. Epub 2016 Dec 7. PMID: 27940145. 3. Cox CD, West EJ, Liu MC, Wang KK, Hayes RL, Lyeth BG. Dicyclomine, an M1 muscarinic antagonist, reduces biomarker levels, but not neuronal degeneration, in fluid percussion brain injury. J Neurotrauma. 2008 Nov;25(11):1355-65. doi: 10.1089/neu.2008.0671. PMID: 19061379; PMCID: PMC2652836.
In vitro protocol:
1. Ali A, Jadhav A, Jangid P, Patil R, Shelar A, Karuppayil SM. The human muscarinic acetylcholine receptor antagonist, Dicyclomine targets signal transduction genes and inhibits the virulence factors in the human pathogen, Candida albicans. J Antibiot (Tokyo). 2018 Mar;71(4):456-466. doi: 10.1038/s41429-017-0013-z. Epub 2018 Jan 18. PMID: 29348527.
In vivo protocol:
1. Patricio RR, Soares JC, Oliveira MG. M1 muscarinic receptors are necessary for retrieval of remote context fear memory. Physiol Behav. 2017 Feb 1;169:202-207. doi: 10.1016/j.physbeh.2016.12.008. Epub 2016 Dec 7. PMID: 27940145. 2. Cox CD, West EJ, Liu MC, Wang KK, Hayes RL, Lyeth BG. Dicyclomine, an M1 muscarinic antagonist, reduces biomarker levels, but not neuronal degeneration, in fluid percussion brain injury. J Neurotrauma. 2008 Nov;25(11):1355-65. doi: 10.1089/neu.2008.0671. PMID: 19061379; PMCID: PMC2652836.
1: Soares JC, Perfetto JG, Antonio BB, Oliveira MG. Effects of the M1 Muscarinic Antagonist Dicyclomine on Emotional Memory Retrieval. Behav Neurosci. 2015 Nov 30. [Epub ahead of print] PubMed PMID: 26619084. 2: Baig AM. Retraction of Baig, The Charms of the CHRM Receptors: Apoptotic and Amoebicidal Effects of Dicyclomine on Acanthamoeba castellanii. Antimicrob Agents Chemother. 2015 Dec;59(12):7927. doi: 10.1128/AAC.00796-15. Epub 2015 Aug 10. PubMed PMID: 26259794; PubMed Central PMCID: PMC4649214. 3: Shah DA, Rana JP, Chhalotiya UK, Baldania SL, Bhatt KK. Development and validation of a liquid chromatographic method for estimation of dicyclomine hydrochloride, mefenamic Acid and paracetamol in tablets. Indian J Pharm Sci. 2014 Nov-Dec;76(6):529-34. PubMed PMID: 25593386; PubMed Central PMCID: PMC4293684. 4: Das S, Mondal S, Datta A, Bandyopadhyay S. A rare case of dicyclomine abuse. J Young Pharm. 2013 Sep;5(3):106-7. doi: 10.1016/j.jyp.2013.08.004. Epub 2013 Sep 13. PubMed PMID: 24396252; PubMed Central PMCID: PMC3812884. 5: Porwal A, Mahajan AD, Oswal DS, Erram SS, Sheth DN, Balamurugan S, Kamat V, Enadle RP, Badadare A, Bhatnagar SK, Walvekar RS, Dhorepatil S, Naik RC, Basu I, Kshirsagar SN, Keny JV, Sengupta S. Efficacy and tolerability of fixed-dose combination of dexketoprofen and dicyclomine injection in acute renal colic. Pain Res Treat. 2012;2012:295926. doi: 10.1155/2012/295926. Epub 2012 Apr 23. PubMed PMID: 22577544; PubMed Central PMCID: PMC3347880. 6: Woodard J, Bencherif B, Clavell M, Joyce J. Dicyclomine: cause of abnormally decreased gall bladder ejection with sincalide-stimulated hepatobiliary scintigraphy. Clin Nucl Med. 2012 Jan;37(1):82-5. doi: 10.1097/RLU.0b013e3182291c7a. PubMed PMID: 22157036. 7: Sadraei H, Asghari G, Shams M. Antidiarrheal Action of Hydroalcoholic Extract of Pycnocycla spinosa in Comparison with Loperamide and Dicyclomine. Iran J Pharm Res. 2011 Fall;10(4):835-41. PubMed PMID: 24250420; PubMed Central PMCID: PMC3813056. 8: Bartko SJ, Vendrell I, Saksida LM, Bussey TJ. A computer-automated touchscreen paired-associates learning (PAL) task for mice: impairments following administration of scopolamine or dicyclomine and improvements following donepezil. Psychopharmacology (Berl). 2011 Mar;214(2):537-48. doi: 10.1007/s00213-010-2050-1. Epub 2010 Nov 18. PubMed PMID: 21086119. 9: Jain V, Jain D, Singh R. Factors effecting the morphology of Eudragit S-100 based microsponges bearing dicyclomine for colonic delivery. J Pharm Sci. 2011 Apr;100(4):1545-52. doi: 10.1002/jps.22360. Epub 2010 Oct 19. PubMed PMID: 20960455. 10: Cox CD, West EJ, Liu MC, Wang KK, Hayes RL, Lyeth BG. Dicyclomine, an M1 muscarinic antagonist, reduces biomarker levels, but not neuronal degeneration, in fluid percussion brain injury. J Neurotrauma. 2008 Nov;25(11):1355-65. doi: 10.1089/neu.2008.0671. PubMed PMID: 19061379; PubMed Central PMCID: PMC2652836.