Cefbuperazone Sodium

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

MedKoo CAT#: 329201

CAS#: 76648-01-6 (sodium)

Description: Cefbuperazone is a semisynthetic second-generation cephalosporin with antibacterial activity. Cefbuperazone binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall. PBPs are enzymes involved in the terminal stages of assembling the bacterial cell wall and in reshaping the cell wall during growth and division. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This results in the weakening of the bacterial cell wall and causes cell lysis.

Chemical Structure

img
Cefbuperazone Sodium
CAS# 76648-01-6 (sodium)
Instruction

Theoretical Analysis

MedKoo Cat#: 329201
Name: Cefbuperazone Sodium
CAS#: 76648-01-6 (sodium)
Chemical Formula: C22H28N9NaO9S2
Exact Mass: 0.00
Molecular Weight: 649.630
Elemental Analysis: C, 40.68; H, 4.34; N, 19.41; Na, 3.54; O, 22.17; S, 9.87

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Related CAS #: 76610-84-9 (free acid)   76648-01-6 (sodium)    

Synonym: Cefbuperazone Sodium; BMY-25182; T-1982; BMY 25182; T 1982; BMY25182; T1982; Keiperazon

IUPAC/Chemical Name: sodium (6R,7S)-7-((2R,3S)-2-(4-ethyl-2,3-dioxopiperazine-1-carboxamido)-3-hydroxybutanamido)-7-methoxy-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

InChi Key: WNJOIIXGSLBJAS-FDVIUCIPSA-M

InChi Code: InChI=1S/C22H29N9O9S2.Na/c1-5-29-6-7-30(16(35)15(29)34)20(39)23-12(10(2)32)14(33)24-22(40-4)18(38)31-13(17(36)37)11(8-41-19(22)31)9-42-21-25-26-27-28(21)3;/h10,12,19,32H,5-9H2,1-4H3,(H,23,39)(H,24,33)(H,36,37);/q;+1/p-1/t10-,12+,19+,22-;/m0./s1

SMILES Code: O=C([C@@H]([C@H](C)O)NC(N1CCN(C(C1=O)=O)CC)=O)N[C@@]2(OC)[C@@H](SCC(CSC3=NN=NN3C)=C4C([O-])=O)N4C2=O.[Na+]

Appearance: Solid powder

Purity: >95% (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: Related CAS# 76648-01-6(Cefbuperazone Sodium) 76610-84-9(Cefbuperazone)

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 649.63 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:
In vitro protocol:
In vivo protocol:

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

1: Liu D, Geng T, Wang Y, Ding L. Pharmacokinetic profile of cefbuperazone in healthy Chinese volunteers after single and multiple drip intravenous infusion by HPLC-MS/MS. J Pharm Biomed Anal. 2016 Sep 10;129:28-33. doi: 10.1016/j.jpba.2016.06.029. PubMed PMID: 27394175.

2: Inagaki K, Miyamoto Y, Kurata N, Nakane S, Gill MA, Nishida M. Stability of Ranitidine Hydrochloride with Cefazolin Sodium, Cefbuperazone Sodium, Cefoxitin Sodium and Cephalothin Sodium during Simulated Y-Site Administration. Int J Pharm Compd. 2000 Mar-Apr;4(2):150-3. PubMed PMID: 23985950.

3: Kumae T, Saburi Y, Nasu M, Misumi J, Kawata N. Effects of cefbuperazone on the chemiluminescence of human neutrophils. Chemotherapy. 1989;35(4):260-6. PubMed PMID: 2766868.

4: Ji CX, Cui YT, Yang DL, Guo C. (2S,3R)-2-[(4-Ethyl-2,3-dioxopiperazin-1-yl)carbonyl-amino]-3-hydroxy-butyric acid monohydrate. Acta Crystallogr Sect E Struct Rep Online. 2008 Jun 19;64(Pt 7):o1292. doi: 10.1107/S1600536808017832. PubMed PMID: 21202922; PubMed Central PMCID: PMC2961655.

5: Okamoto M, Nakane A, Minagawa T. Host resistance to an intragastric infection with Listeria monocytogenes in mice depends on cellular immunity and intestinal bacterial flora. Infect Immun. 1994 Aug;62(8):3080-5. PubMed PMID: 8039875; PubMed Central PMCID: PMC302930.

6: Saikawa I, Takai A, Nakashima Y, Ikegami T, Hayakawa H, Noguchi M, Yamauchi H, Shimizu H. [Studies on absorption, distribution and excretion of 14C labelled sodium 7 beta-[(2R, 3S)-2-(4-ethyl-2,3-dioxo-1-piperazinecarboxamido)-3-hydroxybutanamido]-7-methoxy- 3-[(1-methyl-1H-tetrazol-5-YL)thiomethyl]-3-cephem-4-carboxylate (14C-T-1982) in mice and rats]. Jpn J Antibiot. 1982 Sep;35(9):2163-73. Japanese. PubMed PMID: 7143717.

7: Saikawa I, Nakashima Y, Tai M, Sakai H, Takakura I, Ikegami T, Hayakawa H, Shugimoto Y, Yamafuji T, Miyaura T, et al. [Pharmacological study of beta-lactam antibiotics (15). Metabolism of sodium 7 beta-[(2R,3S)-2-(4-ethyl-2,3-dioxo-1-piperazinecarboxamido)-3- hydroxybutanamido]-7 alpha-methoxy-3- [1-methyl-1H-tetrazol-5-yl) thiomethyl]-3-cephem-4-carboxylate (T-1982)]. Yakugaku Zasshi. 1983 Apr;103(4):414-25. Japanese. PubMed PMID: 6415264.

8: Takano S, Tai M, Sakai H, Takakura I, Ochiai H, Sugimoto Y, Fukuoka Y, Saikawa I. [Studies on beta-lactam antibiotics for medicinal purpose. XIV. Stability and degradation pattern of sodium 7 beta-[(2R, 3S)-2-(4-ethyl-2, 3-dioxo-1-piperazinecarboxamido)-3-hydroxybutanamido]-7 alpha-methoxy-3-[(1-methyl-1H-tetrazol-5-yl)thiomethyl]-3-cephem-4- carboxylate (T-1982) in aqueous solution]. Yakugaku Zasshi. 1983 Jan;103(1):62-72. Japanese. PubMed PMID: 6864450.

9: Saikawa I, Takai A, Nakashima Y, Ikegami T, Hayakawa H, Noguchi M, Yamauchi H, Shimizu H. [The whole body autoradiographic studies on the distribution of 14C-labelled sodium 7 beta-[(2R, 3S)-2-(4-ethyl-2, 3-dioxo-1-piperazine-carboxamido)-3-hydroxybutanamido]-7 alpha-methoxy-3-[(1-methyl-1H-tetrazol-5-yl)thiomethyl]-3-cephem-4-carboxylate (14C-T-1982) in mice]. Jpn J Antibiot. 1982 Sep;35(9):2159-62. Japanese. PubMed PMID: 7143716.

10: Tai M, Fukuoka Y, Yotsuji A, Kumano K, Takahata M, Mikami H, Yasuda T, Saikawa I, Mitsuhashi S. In vitro and in vivo antibacterial activity of T-1982, a new semisynthetic cephamycin antibiotic. Antimicrob Agents Chemother. 1982 Nov;22(5):728-34. PubMed PMID: 6983861; PubMed Central PMCID: PMC185653.