CS 834

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

MedKoo CAT#: 524902

CAS#: 157542-49-9

Description: CS 834 is a novel oral carbapenem antibiotic. It is an ester-type prodrug of the active metabolite R-95867.

Chemical Structure

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CS 834
CAS# 157542-49-9
Instruction

Theoretical Analysis

MedKoo Cat#: 524902
Name: CS 834
CAS#: 157542-49-9
Chemical Formula: C20H28N2O7S
Exact Mass: 440.16
Molecular Weight: 440.510
Elemental Analysis: C, 54.53; H, 6.41; N, 6.36; O, 25.42; S, 7.28

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

Synonym: CS 834; CS834; CS-834; UNII-H26S03B779.

IUPAC/Chemical Name: ( )-(Pivaloyloxymethyl(4R,5S,6S)-6-((R)-1-hydroxyethyl)-4-methyl-7-oxo-3-(((R)-5-oxopyrrolidin-3-yl)thio)- 1-azabicyclo(3.2.0)hept-2-ene-2-carboxylate

InChi Key: ZNOVVAJWYUBFMI-JIFFNSBPSA-N

InChi Code: InChI=1S/C20H28N2O7S/c1-9-14-13(10(2)23)17(25)22(14)15(16(9)30-11-6-12(24)21-7-11)18(26)28-8-29-19(27)20(3,4)5/h9-11,13-14,23H,6-8H2,1-5H3,(H,21,24)/t9-,10-,11-,13-,14-/m1/s1

SMILES Code: N12C(=C([C@@H]([C@@H]2[C@H](C1=O)[C@@H](C)O)C)S[C@H]1CNC(C1)=O)C(=O)OCOC(C(C)(C)C)=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, not in water

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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 440.51 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:

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1: van Ogtrop ML. CS-834 (Sankyo). IDrugs. 1999 Mar;2(3):254-8. PubMed PMID: 16160937.

2: Kobayashi K, Fukuhara H, Hata T, Ohashi Y. In situ observation of the four-step dehydration process of the 1 beta-methylcarbapenem antibiotic CS-834 crystal by X-rays. Chem Pharm Bull (Tokyo). 2003 Dec;51(12):1356-62. PubMed PMID: 14646309.

3: Kobayashi K, Fukuhara H, Kawamoto I, Hata T, Sekine A, Uekusa H, Ohashi Y. Physicochemical analyses of phase transition and dehydration processes of a new oral 1beta-methylcarbapenem antibiotic agent, CS-834. Chem Pharm Bull (Tokyo). 2002 Dec;50(12):1570-3. PubMed PMID: 12499592.

4: Kobayashi K, Fukuhara H, Kawamoto I, Ito S, Hata T. Crystal structure of a 1beta-methylcarbapenem antibiotic, pivaloyloxymethyl (1R,5S,6S)-6-[(R)-1-hydroxyethyl]-1-methyl-2-[[(R)-5-oxopyrrolidin-3-yl]thio]-1-c arbapen-2-em-3-carboxylate, CS-834 dihydrate. Anal Sci. 2001 Feb;17(2):357-8. PubMed PMID: 11990557.

5: Bonfiglio G, Russo G, Nicoletti G. Recent developments in carbapenems. Expert Opin Investig Drugs. 2002 Apr;11(4):529-44. Review. PubMed PMID: 11922861.

6: Sader HS, Gales AC. Emerging strategies in infectious diseases: new carbapenem and trinem antibacterial agents. Drugs. 2001;61(5):553-64. Review. PubMed PMID: 11368281.

7: Liu CX, Kato N, Watanabe K, Sakata T, Kaneko T. Impact of a new quinolone, DU-6859a, and two oral carbapenems, CS-834 and L-084, on the rat and mouse caecal microflora. J Antimicrob Chemother. 2000 Nov;46(5):823-6. PubMed PMID: 11062207.

8: Mouton JW, Touzw DJ, Horrevorts AM, Vinks AA. Comparative pharmacokinetics of the carbapenems: clinical implications. Clin Pharmacokinet. 2000 Sep;39(3):185-201. Review. PubMed PMID: 11020134.

9: Okuda J, Otsuki M, Oh T, Nishino T. In vitro activity of DU-6681a, an active form of the new oral carbapenem compound DZ-2640, in comparison with that of R-95867, faropenem and oral cephalosporins. J Antimicrob Chemother. 2000 Jul;46(1):101-8. PubMed PMID: 10882697.

10: Mori M, Oida S. A short-step synthesis of orally active carbapenem antibiotic CS-834. Chem Pharm Bull (Tokyo). 2000 Jan;48(1):126-30. PubMed PMID: 10705488.

11: Kato N, Tanaka K, Kato H, Watanabe K. In vitro activity of R-95867, the active metabolite of a new oral carbapenem, CS-834, against anaerobic bacteria. J Antimicrob Chemother. 2000 Mar;45(3):357-61. PubMed PMID: 10702557.

12: Sakagawa E, Otsuki M, Oh T, Nishino T. In-vitro and in-vivo antibacterial activities of CS-834, a new oral carbapenem. J Antimicrob Chemother. 1998 Oct;42(4):427-37. Erratum in: J Antimicrob Chemother 1999 Jan;43(1):169. Ou T [corrected to Oh T]. PubMed PMID: 9818740.

13: Yamaguchi K, Domon H, Miyazaki S, Tateda K, Ohno A, Ishii K, Matsumoto T, Furuya N. In vitro and in vivo antibacterial activities of CS-834, a new oral carbapenem. Antimicrob Agents Chemother. 1998 Mar;42(3):555-63. Erratum in: Antimicrob Agents Chemother 1998 Jun;42(6):1527. PubMed PMID: 9517932; PubMed Central PMCID: PMC105498.

14: Fukuoka T, Kawada H, Kitayama A, Koga T, Kubota M, Harasaki T, Kamai Y, Ohya S, Yasuda H, Iwata M, Kuwahara S. Efficacy of CS-834 against experimental pneumonia caused by penicillin-susceptible and -resistant Streptococcus pneumoniae in mice. Antimicrob Agents Chemother. 1998 Jan;42(1):23-7. PubMed PMID: 9449255; PubMed Central PMCID: PMC105450.

15: Umemura K, Ikeda Y, Kondo K, Nakashima M, Naganuma H, Hisaoka M, Nishino H, Tajima M. Safety and pharmacokinetics of CS-834, a new oral carbapenem antibiotic, in healthy volunteers. Antimicrob Agents Chemother. 1997 Dec;41(12):2664-9. PubMed PMID: 9420036; PubMed Central PMCID: PMC164186.

16: Fukuoka T, Ohya S, Utsui Y, Domon H, Takenouchi T, Koga T, Masuda N, Kawada H, Kakuta M, Kubota M, Ishii C, Ishii C, Sakagawa E, Harasaki T, Hirasawa A, Abe T, Yasuda H, Iwata M, Kuwahara S. In vitro and in vivo antibacterial activities of CS-834, a novel oral carbapenem. Antimicrob Agents Chemother. 1997 Dec;41(12):2652-63. PubMed PMID: 9420035; PubMed Central PMCID: PMC164185.

17: Miyauchi M, Kanno O, Kawamoto I. A novel oral carbapenem CS-834: chemical stability of pivaloyloxymethyl esters of carbapenems and cephalosporins in phosphate buffer solution. J Antibiot (Tokyo). 1997 Sep;50(9):794-6. PubMed PMID: 9360630.

18: Miyauchi M, Endo R, Hisaoka M, Yasuda H, Kawamoto I. Synthesis and structure-activity relationships of a novel oral carbapenem, CS-834. J Antibiot (Tokyo). 1997 May;50(5):429-39. PubMed PMID: 9207914.