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MedKoo Cat#: 584280 | Name: Butamirate

Description:

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

Butamirate, particularly Butamirate citrate, is a cough suppressant that works by acting centrally through the receptors in the brainstem. It has a very beneficial effect, because it reduces the resistance in the airways by inhibiting bronchospasm and anti-inflammatory effect.

Chemical Structure

Butamirate
Butamirate
CAS#18109-80-3 (free base)

Theoretical Analysis

MedKoo Cat#: 584280

Name: Butamirate

CAS#: 18109-80-3 (free base)

Chemical Formula: C18H29NO3

Exact Mass: 307.2147

Molecular Weight: 307.43

Elemental Analysis: C, 70.32; H, 9.51; N, 4.56; O, 15.61

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Related CAS #
18109-80-3 (free base) 18109-81-4 (citrate)
Synonym
Abbott 36581, Abbott-36581, Acodeen, Butamirate citrate, Butamyrate citrate, HH 197, HH-197, Sincodeen, Sincodex, Sincodin, Sincodix, Sinecod
IUPAC/Chemical Name
Benzeneacetic acid, alpha-ethyl-, 2-(2-(diethylamino)ethoxy)ethyl ester
InChi Key
DDVUMDPCZWBYRA-UHFFFAOYSA-N
InChi Code
InChI=1S/C18H29NO3/c1-4-17(16-10-8-7-9-11-16)18(20)22-15-14-21-13-12-19(5-2)6-3/h7-11,17H,4-6,12-15H2,1-3H3
SMILES Code
O=C(OCCOCCN(CC)CC)C(CC)C1=CC=CC=C1
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

Preparing Stock Solutions

The following data is based on the product molecular weight 307.43 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
1: Płusa T. [Butamirate citrate in control of cough in respiratory tract inflammation]. Pol Merkur Lekarski. 2017 Aug 21;43(254):69-74. Review. Polish. PubMed PMID: 28875973. 2: Molassiotis A, Bailey C, Caress A, Tan JY. Interventions for cough in cancer. Cochrane Database Syst Rev. 2015 May 19;5:CD007881. [Epub ahead of print] PubMed PMID: 25989380. 3: Faruqi S, Wright C, Thompson R, Morice AH. A randomized placebo controlled trial to evaluate the effects of butamirate and dextromethorphan on capsaicin induced cough in healthy volunteers. Br J Clin Pharmacol. 2014 Dec;78(6):1272-80. doi: 10.1111/bcp.12458. PubMed PMID: 24995954; PubMed Central PMCID: PMC4256617. 4: Płusa T. [Butamyrate citrate in cough controlling]. Pol Merkur Lekarski. 2013 Dec;35(210):367-9. Review. Polish. PubMed PMID: 24490467. 5: Geppe NA, Kondyurina EG, Galustyan AN, Pak TE, Baltserovich NB, Zhiglinskaya OV, Kamaev AV, Lazareva SG, Laleko SL, Melnikova IM, Mikhalkova EV, Perminova OA, Sabitov AU, Spivakovsky YM. [Rengalin, a novel drug for treatment of cough in children. Intermediate data on multicentre, comparative randomized clinical trial]. Antibiot Khimioter. 2014;59(7-8):16-24. Russian. PubMed PMID: 25975103. 6: Bayram E, Karakaya P, Topcu Y, Yis U, Hiz S. Acute cervical dystonia after the first dose of butamirate citrate. Pediatr Emerg Care. 2013 Jan;29(1):80-1. doi: 10.1097/PEC.0b013e31827b5635. PubMed PMID: 23283272. 7: Hassib ST, El-Zaher AA, Fouad MA. Validated stability-indicating derivative and derivative ratio methods for the determination of some drugs used to alleviate respiratory tract disorders and their degradation products. Drug Test Anal. 2011 May;3(5):306-18. doi: 10.1002/dta.258. Epub 2011 Mar 16. PubMed PMID: 21412993. 8: Molassiotis A, Bailey C, Caress A, Brunton L, Smith J. Interventions for cough in cancer. Cochrane Database Syst Rev. 2010 Sep 8;(9):CD007881. doi: 10.1002/14651858.CD007881.pub2. Review. PubMed PMID: 20824870. 9: Mikó P. [The use and safety of butamirate containing drops, syrup and depot tablets in Hungary]. Orv Hetil. 2005 Mar 27;146(13):609-12. Hungarian. PubMed PMID: 15856625. 10: Malliou ET, Antoniou CG, Koundourellis JE. Determination of butamyrate citrate in cough preparations by derivative UV spectrophotometry and high performance liquid chromatography. Anal Sci. 2003 Apr;19(4):563-8. PubMed PMID: 12725392. 11: Bohner H, Janiak PS, Nitsche V, Eichinger A, Schütz H. Relative bioavailability of different butamirate citrate preparations after single dose oral administration to 18 healthy volunteers. Int J Clin Pharmacol Ther. 1997 Mar;35(3):117-22. PubMed PMID: 9089001. 12: Germouty J, Weibel MA. [Clinical comparison of butamirate citrate with a codeine-based antitussive agent]. Rev Med Suisse Romande. 1990 Nov;110(11):983-6. French. PubMed PMID: 1980027. 13: Konrádová V. [The effect of a single therapeutic dose of Intussin on the ultrastructure of the epithelium of the respiratory tract]. Cesk Pediatr. 1990 Jun;45(6):350-2. Czech. PubMed PMID: 2289255. 14: Lejeune J, Weibel MA. [Comparison of 2 antitussive agents in pediatrics (butamirate citrate in drinkable solution and zipeprol syrup)]. Rev Med Suisse Romande. 1990 Feb;110(2):181-5. French. PubMed PMID: 2315598. 15: Charpin J, Weibel MA. Comparative evaluation of the antitussive activity of butamirate citrate linctus versus clobutinol syrup. Respiration. 1990;57(4):275-9. PubMed PMID: 2095610. 16: Klein M, Musacchio JM. High affinity dextromethorphan binding sites in guinea pig brain. Effect of sigma ligands and other agents. J Pharmacol Exp Ther. 1989 Oct;251(1):207-15. PubMed PMID: 2477524. 17: Szük B, Kaló I, Winkler I, Mihóczy L. [Clinical studies with butamirate citrate in bronchial asthma and following acetylcholine induction]. Prax Klin Pneumol. 1987 Nov;41(11):971-3. German. PubMed PMID: 3441455. 18: Nosál'ová G, Strapková A. [Changes in the cough reflex after the administration of guaifenesin]. Bratisl Lek Listy. 1986 Apr;85(4):451-7. Slovak. PubMed PMID: 3697803. 19: Duraković Z, Gjurasin M, Gasparović V, Ivanović D, Plavsić F. [Simultaneous poisoning with medigoxin, verapamil, insulin, medazepam, diazepam, butamirate, triamterene and hydrochlorothiazide]. Lijec Vjesn. 1983 Sep;105(9):365-9. Croatian. PubMed PMID: 6358751. 20: Schenker H. [Efficacy of morclofon, an new synthetic antitussive agent, in geriatric patients. Results of a double-blind study]. Ther Umsch. 1983 Apr;40(4):358-61. German. PubMed PMID: 6346561.

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