WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H414251
CAS#: 189448-35-9
Description: RWJ-54428 is a new cephalosporin active against gram-positive bacteria, including methicillin-resistant Staphylococcus aureus (MRSA).
Hodoodo Cat#: H414251
Name: RWJ-54428
CAS#: 189448-35-9
Chemical Formula: C20H20ClN7O5S4
Exact Mass: 601.01
Molecular Weight: 602.110
Elemental Analysis: C, 39.90; H, 3.35; Cl, 5.89; N, 16.28; O, 13.29; S, 21.30
Synonym: RWJ-54428; RWJ 54428; RWJ54428; MC02479; MC-02479; MC 02479
IUPAC/Chemical Name: 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2-amino-5-chloro-4-thiazolyl)(hydroxyimino)acetyl)amino)-3-((3-(((2-aminoethyl)thio)methyl)-4-pyridinyl)thio)-8-oxo-, (6R-(6alpha,7beta(Z)))-
InChi Key: LTUWUNMGTLOPNC-RLQAYIIJSA-N
InChi Code: InChI=1S/C20H20ClN7O5S4/c21-15-11(26-20(23)37-15)12(27-33)16(29)25-13-17(30)28-14(19(31)32)10(7-35-18(13)28)36-9-1-3-24-5-8(9)6-34-4-2-22/h1,3,5,13,18,33H,2,4,6-7,22H2,(H2,23,26)(H,25,29)(H,31,32)/b27-12-/t13-,18-/m1/s1
SMILES Code: O=C(C(N12)=C(SC3=C(CSCCN)C=NC=C3)CS[C@]2([H])[C@H](NC(/C(C4=C(Cl)SC(N)=N4)=N\O)=O)C1=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: To be determined
Shelf Life: >2 years if stored properly
Drug Formulation: To be determined
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: |
The following data is based on the product molecular weight 602.11 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.
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: |
1: Malouin F, Blais J, Chamberland S, Hoang M, Park C, Chan C, Mathias K, Hakem S, Dupree K, Liu E, Nguyen T, Dudley MN. RWJ-54428 (MC-02,479), a new cephalosporin with high affinity for penicillin-binding proteins, including PBP 2a, and stability to staphylococcal beta-lactamases. Antimicrob Agents Chemother. 2003 Feb;47(2):658-64. doi: 10.1128/AAC.47.2.658-664.2003. PMID: 12543674; PMCID: PMC151748.
2: Griffith DC, Harford L, Williams R, Lee VJ, Dudley MN. In vivo antibacterial activity of RWJ-54428, a new cephalosporin with activity against gram-positive bacteria. Antimicrob Agents Chemother. 2003 Jan;47(1):43-7. doi: 10.1128/AAC.47.1.43-47.2003. PMID: 12499167; PMCID: PMC149000.
3: Griffith DC, Rodriguez D, Corcoran E, Dudley MN. Pharmacodynamics of RWJ-54428 against Staphylococcus aureus, Streptococcus pneumoniae, and Enterococcus faecalis in a neutropenic mouse thigh infection model. Antimicrob Agents Chemother. 2008 Jan;52(1):244-7. doi: 10.1128/AAC.00776-07. Epub 2007 Oct 22. PMID: 17954697; PMCID: PMC2223871.
4: Chamberland S, Blais J, Hoang M, Dinh C, Cotter D, Bond E, Gannon C, Park C, Malouin F, Dudley MN. In vitro activities of RWJ-54428 (MC-02,479) against multiresistant gram-positive bacteria. Antimicrob Agents Chemother. 2001 May;45(5):1422-30. doi: 10.1128/AAC.45.5.1422-1430.2001. PMID: 11302805; PMCID: PMC90483.
5: Johnson AP, Warner M, Carter M, Livermore DM. In vitro activity of cephalosporin RWJ-54428 (MC-02479) against multidrug-resistant gram-positive cocci. Antimicrob Agents Chemother. 2002 Feb;46(2):321-6. doi: 10.1128/AAC.46.2.321-326.2002. PMID: 11796337; PMCID: PMC127043.
6: Hecker SJ, Glinka TW, Cho A, Zhang ZJ, Price ME, Chamberland S, Griffith D, Lee VJ. Discovery of RWJ-54428 (MC-02,479), a new cephalosporin active against resistant gram-positive bacteria. J Antibiot (Tokyo). 2000 Nov;53(11):1272-81. doi: 10.7164/antibiotics.53.1272. PMID: 11213288.
7: Swenson JM, Tenover FC. In vitro activity of a new cephalosporin, RWJ-54428, against streptococci, enterococci and staphylococci, including glycopeptide- intermediate Staphylococcus aureus. J Antimicrob Chemother. 2002 May;49(5):845-50. doi: 10.1093/jac/dkf020. PMID: 12003982.
8: Lee VJ, Hecker SJ. Antibiotic resistance versus small molecules, the chemical evolution. Med Res Rev. 1999 Nov;19(6):521-42. doi: 10.1002/(sici)1098-1128(199911)19:6<521::aid-med4>3.0.co;2-9. PMID: 10557368.
9: Hoffman-Roberts HL, C Babcock E, Mitropoulos IF. Investigational new drugs for the treatment of resistant pneumococcal infections. Expert Opin Investig Drugs. 2005 Aug;14(8):973-95. doi: 10.1517/13543784.14.8.973. PMID: 16050791.
10: Hoellman DB, Kelly LM, Jacobs MR, Appelbaum PC. In vitro anti-anaerobic activity of the cephalosporin derivative RWJ 54428, compared to seven other compounds. Clin Microbiol Infect. 2002 Dec;8(12):814-22. doi: 10.1046/j.1469-0691.2002.00475.x. PMID: 12519357.