MedKoo Cat#: 584308 | Name: Burimamide

Description:

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

Burimamide is an antagonist of histamine that appears to block both H2 and H3 histamine receptors. It has been used in the treatment of ulcers.

Chemical Structure

Burimamide
Burimamide
CAS#34970-69-9

Theoretical Analysis

MedKoo Cat#: 584308

Name: Burimamide

CAS#: 34970-69-9

Chemical Formula: C9H16N4S

Exact Mass: 212.1096

Molecular Weight: 212.32

Elemental Analysis: C, 50.91; H, 7.60; N, 26.39; S, 15.10

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Synonym
Burimamide
IUPAC/Chemical Name
Burimamide
InChi Key
HXRBAVXGYZUSED-UHFFFAOYSA-N
InChi Code
InChI=1S/C9H16N4S/c1-10-9(14)12-5-3-2-4-8-6-11-7-13-8/h6-7H,2-5H2,1H3,(H,11,13)(H2,10,12,14)
SMILES Code
S=C(NC)NCCCCC1=CNC=N1
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 212.32 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: Allan G, Eakins KE, Kulkarni PS, Levi R. Inhibition of thromboxane A2 biosynthesis in human platelets by burimamide. Br J Pharmacol. 1980;71(1):157-64. PubMed PMID: 6781572; PubMed Central PMCID: PMC2044402. 2: Hough LB, Nalwalk JW, Leurs R, Menge WM, Timmerman H. Antinociceptive activity of derivatives of improgran and burimamide. Pharmacol Biochem Behav. 2000 Jan 1;65(1):61-6. PubMed PMID: 10638637. 3: Harris DW, Smy JR, Reed JD, Venables CW. The effects of burimamide and metiamide on basal gastric function in the cat. Br J Pharmacol. 1975 Feb;53(2):293-7. PubMed PMID: 238700; PubMed Central PMCID: PMC1666291. 4: Nowak JZ, Pilc A. The influence of mepyramine and burimamide on histamine induced catalepsy in the rat. Acta Physiol Pol. 1975 Sep-Oct;26(5):529-32. PubMed PMID: 1241504. 5: Harris D, Smy JR, Reed JD, Venables CW. The effects of burimamide and metiamide on gastric secretion in the conscious cat. Agents Actions. 1974 Dec;4(5):311-3. PubMed PMID: 4463719. 6: Molinder HK. The development of cimetidine: 1964-1976. A human story. J Clin Gastroenterol. 1994 Oct;19(3):248-54. PubMed PMID: 7806839. 7: Preiss DU, Code CF. Effect of the H2-receptor antagonists (burimamide and metiamide) on gastric secretion stimulated by histamine and its methyl derivatives. J Pharmacol Exp Ther. 1975 May;193(2):614-20. PubMed PMID: 238026. 8: Ganellin CR, Owen DA. The pressor activity of burimamide: a relationship between chemical constitution and pressor activity of burimamide and related histamine H2-receptor antagonists. Agents Actions. 1977 Mar;7(1):93-6. PubMed PMID: 16463. 9: Brandon JM, Wallis RM. Effect of mepyramine, a histamine H1-, and burimamide, a histamine H2-receptor antagonist, on ovum implantation in the rat. J Reprod Fertil. 1977 Jul;50(2):251-4. PubMed PMID: 881662. 10: Brimblecombe RW, Duncan WA, Owen DA, Parsons ME. The pharmacology of burimamide and metiamide, two histamine H2-receptor antagonists. Fed Proc. 1976 Jun;35(8):1931-4. PubMed PMID: 5313. 11: Allan G, Eakins KE. Burimamide is a selective inhibitor of thromboxane-A biosynthesis in human platelet microsomes. Prostaglandins. 1978 Apr;15(4):659-61. PubMed PMID: 674697. 12: Chiba S. Absence of blocking effect of burimamide and metiamide on positive chronotropic and inotropic responses to histamine in isolated dog atrium. Jpn J Pharmacol. 1977 Apr;27(2):267-73. PubMed PMID: 886660. 13: Burimamide, metiamide, cimetidine... Lancet. 1975 Oct 25;2(7939):802-3. PubMed PMID: 78160. 14: Light KE, Hughes MJ. Liberation of histamine by compound 48/80, tolazoline, betahistine and burimamide from isolated spontaneously beating guinea pig and rabbit atrial pairs. Agents Actions. 1979 Jun;9(2):141-7. PubMed PMID: 89803. 15: Hood AJ, Smy JR, Weetman DF. An indirect sympathomimetic effect of burimamide on kitten isolated atria. Br J Pharmacol. 1975 Apr;53(4):525-9. PubMed PMID: 1148495; PubMed Central PMCID: PMC1666327. 16: Yamamoto S, Francis D, Greaves MW. In vitro anaphylaxis in guinea-pig skin: amplification by burimamide. J Invest Dermatol. 1976 Dec;67(6):696-9. PubMed PMID: 1003007. 17: Thermann M, Lorenz W, Schmal A, Schingale F, Dormann P, Hamelmann H. Influence of H1- and H2-receptor antagonists on the circulatory system and on the endogenous plasma histamine concentrations in dogs. Agents Actions. 1977 Mar;7(1):97-101. PubMed PMID: 871096. 18: Ledda F, Mantelli L, Mugelli A. Blockade by burimamide of the restorative effect of histamine in tetrodotoxin-treated heart preparations. Br J Pharmacol. 1976 Jun;57(2):247-9. PubMed PMID: 7335; PubMed Central PMCID: PMC1667117. 19: Bowen JC, Kuo YJ, Pawlik W, Williams D, Shanbour LL, Jacobson ED. Electrophysiological effects of burimamide and 16,16-dimethyl prostaglandin E2 on the canine gastric mucosa. Gastroenterology. 1975 Jun;68(6):1480-4. PubMed PMID: 1132628. 20: Verma SC, McNeill JH. Blockade by burimamide of the effects of clonidine on cardiac contractility phosphorylase activation and cyclic adenosine monophosphate in isolated guinea pig heart. Indian J Physiol Pharmacol. 1980 Apr-Jun;24(2):77-83. PubMed PMID: 6247271.