Synonym
Clobutinol (free base); BRN2843490; BRN-2843490; BRN 2843490
IUPAC/Chemical Name
1-(4-chlorophenyl)-4-(dimethylamino)-2,3-dimethylbutan-2-ol
InChi Key
KVHHQGIIZCJATJ-UHFFFAOYSA-N
InChi Code
InChI=1S/C14H22ClNO/c1-11(10-16(3)4)14(2,17)9-12-5-7-13(15)8-6-12/h5-8,11,17H,9-10H2,1-4H3
SMILES Code
CC(C(O)(Cc1ccc(Cl)cc1)C)CN(C)C
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
255.79
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.
| 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 |
1: Takahara A, Sasaki R, Nakamura M, Sendo A, Sakurai Y, Namekata I, Tanaka H. Clobutinol delays ventricular repolarization in the guinea pig heart: comparison with cardiac effects of HERG K+ channel inhibitor E-4031. J Cardiovasc Pharmacol. 2009 Dec;54(6):552-9. doi: 10.1097/FJC.0b013e3181bfb17c. PMID: 19770670.
2: Bellocq C, Wilders R, Schott JJ, Louérat-Oriou B, Boisseau P, Le Marec H, Escande D, Baró I. A common antitussive drug, clobutinol, precipitates the long QT syndrome 2. Mol Pharmacol. 2004 Nov;66(5):1093-102. doi: 10.1124/mol.104.001065. Epub 2004 Jul 27. PMID: 15280442.
3: Issa YM, Zayed SI. Flow injection potentiometric determination of clobutinol hydrochloride. Talanta. 2006 Apr 15;69(2):481-7. doi: 10.1016/j.talanta.2005.10.018. Epub 2005 Nov 21. PMID: 18970592.
4: Kirschbaum KM, Musshoff F, Madea B. Unclear loss of consciousness after clobutinol intake. Forensic Sci Int. 2009 Aug 10;189(1-3):e37-40. doi: 10.1016/j.forsciint.2009.04.021. Epub 2009 May 21. PMID: 19464130.
5: Rottlaender D, Hoppe UC. Risiken nicht verschreibungspflichtiger Medikamente. Aktuelles Beispiel Silomat Hustensaft [Risks of non-prescription medication. Clobutinol cough syrup as a recent example]. Dtsch Med Wochenschr. 2008 Jan;133(4):144-6. German. doi: 10.1055/s-2008-1017490. PMID: 18197591.
6: Charpin J, Weibel MA. Comparative evaluation of the antitussive activity of butamirate citrate linctus versus clobutinol syrup. Respiration. 1990;57(4):275-9. doi: 10.1159/000195855. PMID: 2095610.
7: Seitz CS, Bröcker EB, Trautmann A. Allergy evaluation after emergency treatment: anaphylaxis to the over-the-counter medication clobutinol. Emerg Med J. 2007 Mar;24(3):e19. doi: 10.1136/emj.2006.042903. PMID: 17351213; PMCID: PMC2660058.
8: Homsi J, Walsh D, Nelson KA. Important drugs for cough in advanced cancer. Support Care Cancer. 2001 Nov;9(8):565-74. doi: 10.1007/s005200100252. PMID: 11762966.
9: Clobutinol: severe cardiac arrhythmias. Old drugs should also be monitored. Prescrire Int. 2008 Jun;17(95):113. PMID: 18630356.
10: Zimmer A. Pharmakokinetischer Vergleich von Clobutinol-HCl (mit und ohne Orciprenalin-SO4) in Lösung, Saft und Sirup beim Menschen [Pharmacokinetic comparison of clobutinol HCl (with and without orciprenaline SO4) in solution, juice and syrup in man]. Arzneimittelforschung. 1977;27(10):2011-7. German. PMID: 579115.
