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

MedKoo CAT#: 584292

CAS#: 339-43-5

Description: Carbutamide is a sulfonylurea antidiabetic agent with similar actions and uses to chlorpropamide.


Chemical Structure

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Carbutamide
CAS# 339-43-5

Theoretical Analysis

MedKoo Cat#: 584292
Name: Carbutamide
CAS#: 339-43-5
Chemical Formula: C11H17N3O3S
Exact Mass: 271.0991
Molecular Weight: 271.335
Elemental Analysis: C, 48.69; H, 6.32; N, 15.49; O, 17.69; S, 11.82

Price and Availability

Size Price Availability Quantity
50.0mg USD 250.0 2 Weeks
100.0mg USD 450.0 2 Weeks
250.0mg USD 850.0 2 Weeks
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Synonym: Carbutamide, BZ-55, BZ55, BZ 55, NSC 242409, NSC242409; NSC-242409, NSC 246862, NSC246862, NSC-246862, U-6987, U6987, U 6987

IUPAC/Chemical Name: Benzenesulfonamide, 4-amino-N-((butylamino)carbonyl)-

InChi Key: VDTNNGKXZGSZIP-UHFFFAOYSA-N

InChi Code: InChI=1S/C11H17N3O3S/c1-2-3-8-13-11(15)14-18(16,17)10-6-4-9(12)5-7-10/h4-7H,2-3,8,12H2,1H3,(H2,13,14,15)

SMILES Code: O=S(C1=CC=C(N)C=C1)(NC(NCCCC)=O)=O

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

Preparing Stock Solutions

The following data is based on the product molecular weight 271.335 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

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1: Kleinsorge H. Carbutamide--the first oral antidiabetic. A retrospect. Exp Clin Endocrinol Diabetes. 1998;106(2):149-51. PubMed PMID: 9628248.

2: Schneider H, Rodemerk R, Berdau W, Mesewinkel F. [An additional case of agranulocytosis caused by carbutamide therapy]. Dtsch Gesundheitsw. 1972 Mar 30;27(13):581-3. German. PubMed PMID: 5040767.

3: Imamura Y, Arimori K, Sonoda M, Ichibagase H. Effect of simultaneous administration of drugs on absorption and excretion. XII. Effect of salicylic acid on hypoglycemic activity and blood concentration of carbutamide in rabbits. Chem Pharm Bull (Tokyo). 1982 May;30(5):1819-23. PubMed PMID: 7116514.

4: Pogátsa G, Németh M. Electrophysiological effects of hypoglycaemic sulphonylureas on rabbit heart. Eur J Pharmacol. 1980 Oct 31;67(4):333-8. PubMed PMID: 6778701.

5: Nilsson B, Agren A. Complex formation between macromolecules and drugs. X. Binding of tolbutamide, chlorpropamide and carbutamide to human serum albumin, and the competition between tolbutamide or chlorpropamide and carbutamide or 4-sulfanilamido-2,6-dimethylpyrimidine for binding sites on human serum albumin. Acta Pharm Suec. 1974 Sep;11(4):391-400. PubMed PMID: 4412551.

6: Saffar F, Ogata H, Ejima A. Biopharmaceutical studies on the clinical inequivalence of two carbutamide tablets. Chem Pharm Bull (Tokyo). 1982 Feb;30(2):679-83. PubMed PMID: 7094151.

7: JOSELEVICH M, CALVAGNO M, KABANCHIK M. [Treatment of diabetes mellitus with oraily administered hypoglycemic agents; BZ-55 or carbutamide and D-860 or tolbutamide]. Prensa Med Argent. 1958 Jan 17;45(3):315-8. Spanish. PubMed PMID: 13567427.

8: Kreutz R. [The effect of repeated applications of carbutamide on the embryonic development of the rat (author's transl)]. Anat Anz. 1979;146(5):427-38. German. PubMed PMID: 546272.

9: SIREK A, SIREK OV, HANUS Y. Effect of carbutamide in a "depancreatized" dog with a small ectopic pancreas. Metabolism. 1960 Jul;9:60-5. PubMed PMID: 13856361.

10: Imamura Y, Sonoda M, Arimori K, Ichibagase H. Effect of simultaneous administration of drugs on absorption and excretion. X. Plasma protein binding of carbutamide in rabbits. Chem Pharm Bull (Tokyo). 1979 Feb;27(2):463-7. PubMed PMID: 445682.

11: Pogátsa G, Koltai MZ, Balkányi I, Dévai J, Kiss V. Effects of various hypoglycaemic sulphonylureas on the cardiotoxicity of glycosides. Eur J Clin Pharmacol. 1985;28(4):367-70. PubMed PMID: 3928386.

12: PENSE G. [APROPOS OF THE USE OF CARBUTAMIDE OR TOLBUTAMIDE IN ORAL DIABETES THERAPY]. Dtsch Gesundheitsw. 1964 Apr 9;19:670-6. German. PubMed PMID: 14201337.

13: SZUECS S, CSAPO G. SERUM TOTAL LIPID AND LIPOPROTEIN FRACTIONS IN DIABETIC PATIENTS TREATED WITH INSULIN OR CARBUTAMIDE. Am J Med Sci. 1963 Dec;246:710-3. PubMed PMID: 14085229.

14: MARAZZI UBERTI E. [Effect of carbutamide and tolbutamide on the weight increase curve of the albino rat]. Boll Soc Ital Biol Sper. 1958 Sep 30;34(18):1120-1. Italian. PubMed PMID: 13607688.

15: Tannhauser SL, Kuhn G, Corrêa PR. Glucose tolerance in partially pancreatectomized Wistar rats after glucose or carbutamide treatment. Acta Physiol Lat Am. 1967;17(4):309-15. PubMed PMID: 5616576.

16: ANDERSON RC, HARRIS PN, WORTH HM. Toxicological studies on carbutamide. Diabetes. 1957 Jan-Feb;6(1):2-7; discussion, 19-20. PubMed PMID: 13397409.

17: Corrêa PR, Marques M, Kraemer A. Insulin release by fetal calf pancreas in vitro: influence of glucose or carbutamide. Am J Physiol. 1967 Jun;212(6):1402-4. PubMed PMID: 4952865.

18: FACCHINI G. [Research on the blood pyruvic acid and lactic acid levels in diabetics treated with carbutamide and tolbutamide]. Endocrinol Sci Cost. 1958;25(1):3-10. Italian. PubMed PMID: 13597853.

19: MARKKANEN A, OKA M, PELTOLA P. Carbutamide in diabetes: report of a long-term trial, with special reference to late failures. Br Med J. 1960 Apr 9;1(5179):1089-91. PubMed PMID: 14421259; PubMed Central PMCID: PMC1966936.

20: Bariliak IR. [Effect of sodium hydrocarbonate on the teratogenic activity of oranyl (carbutamide)]. Farmakol Toksikol. 1967 Sep-Oct;30(5):631-3. Russian. PubMed PMID: 5598925.