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MedKoo Cat#: 592907 | Name: Apalcillin sodium

Description:

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

Apalcillin sodium is a Antibacterial.

Chemical Structure

Apalcillin sodium
Apalcillin sodium
CAS#58795-03-2

Theoretical Analysis

MedKoo Cat#: 592907

Name: Apalcillin sodium

CAS#: 58795-03-2

Chemical Formula: C25H22N5NaO6S

Exact Mass: 543.1188

Molecular Weight: 543.53

Elemental Analysis: C, 55.25; H, 4.08; N, 12.89; Na, 4.23; O, 17.66; S, 5.90

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Apalcillin sodium
IUPAC/Chemical Name
4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((((4-hydroxy-1,5-naphthyridin-3-yl)carbonyl)amino)phenylacetyl)amino)-3,3-dimethyl-7-oxo-, monosodium salt, (2S-(2alpha,5alpha,6beta(S*)))-
InChi Key
DIGBQDMXLUJMHN-TVXOXULGSA-M
InChi Code
InChI=1S/C25H23N5O6S.Na/c1-25(2)19(24(35)36)30-22(34)17(23(30)37-25)29-21(33)15(12-7-4-3-5-8-12)28-20(32)13-11-27-14-9-6-10-26-16(14)18(13)31;/h3-11,15,17,19,23H,1-2H3,(H,27,31)(H,28,32)(H,29,33)(H,35,36);/q;+1/p-1/t15?,17-,19+,23-;/m1./s1
SMILES Code
O=C([C@@H](C(C)(C)S[C@]1([H])[C@@H]2NC(C(NC(C3=C(O)C4=NC=CC=C4N=C3)=O)C5=CC=CC=C5)=O)N1C2=O)[O-].[Na+]
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
>3 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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 543.53 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: Barry AL, Jones RN, Thornsberry C. Apalcillin [PC-904]: spectrum of activity and beta-lactamase hydrolysis/inhibition. Diagn Microbiol Infect Dis. 1985 Jan;3(1):7-17. PubMed PMID: 3871382. 2: Allan JD, Eliopoulos GM, Ferraro MJ, Moellering RC Jr. Comparative in vitro activities of cefpiramide and apalcillin individually and in combination. Antimicrob Agents Chemother. 1985 May;27(5):782-90. PubMed PMID: 3925875; PubMed Central PMCID: PMC180152. 3: Quentin C, Auzerie J, Bebear C, Acar JF, Kitzis MD, Avril JL, Moillo-Batt A, Shacoori Z, Bergogne-Berezin E, Joly-Guillou ML, et al. [Bacteriostatic activity of apalcillin on Gram-negative bacilli and strict anaerobic bacteria. Multicenter study]. Pathol Biol (Paris). 1984 May;32(5):301-6. French. PubMed PMID: 6429608. 4: Wiedemann B, Seeberg A. A microbiological evaluation of apalcillin. Infection. 1983 Nov-Dec;11(6):340-4. PubMed PMID: 6421745. 5: Takata N, Suginaka H, Kotani S, Ogawa M, Kosaki G. beta-Lactam resistance in Serratia marcescens: comparison of action of benzylpenicillin, Apalcillin, Cefazolin, and ceftizoxime. Antimicrob Agents Chemother. 1981 Mar;19(3):397-401. PubMed PMID: 7018390; PubMed Central PMCID: PMC181444. 6: Fu KP, Hetzel N, Hung PP, Gregory FJ. Synergistic activity of apalcillin and gentamicin in a combination therapy in experimental Pseudomonas bacteraemia of neutropenic mice. J Antimicrob Chemother. 1986 Apr;17(4):499-503. PubMed PMID: 3710958. 7: Fillastre JP, Moulin B, Godin M, Frelon JH. Is apalcillin nephrotoxic? Antimicrob Agents Chemother. 1988 Jun;32(6):942-4. PubMed PMID: 3415216; PubMed Central PMCID: PMC172314. 8: Sharifi R, Ojeda L, Lee M. Apalcillin treatment of complicated urinary tract infections. Urol Int. 1987;42(1):62-6. PubMed PMID: 3296387. 9: Jones RN, Johnson DM. Comparative in vitro activity of apalcillin alone and combined with Ro 48-1220, a novel penam beta-lactamase inhibitor. Clin Microbiol Infect. 1995 Feb;1(2):86-100. PubMed PMID: 11866735. 10: Lode H, Elvers A, Koeppe P, Borner K. Comparative pharmacokinetics of apalcillin and piperacillin. Antimicrob Agents Chemother. 1984 Jan;25(1):105-8. PubMed PMID: 6703672; PubMed Central PMCID: PMC185444. 11: Wexler H, Carter WT, Harris B, Finegold SM. Comparative in vitro activities of cefpiramide and apalcillin against anaerobic bacteria. Antimicrob Agents Chemother. 1984 Feb;25(2):162-4. PubMed PMID: 6712200; PubMed Central PMCID: PMC185465. 12: Neu HC, Labthavikul P. In vitro activity of apalcillin compared with that of other new penicillins and anti-Pseudomonas cephalosporins. Antimicrob Agents Chemother. 1982 Jun;21(6):906-11. PubMed PMID: 6981375; PubMed Central PMCID: PMC182044. 13: Goldstein EJ, Citron DM. Susceptibility of Eikenella corrodens to penicillin, apalcillin, and twelve new cephalosporins. Antimicrob Agents Chemother. 1984 Dec;26(6):947-8. PubMed PMID: 6395802; PubMed Central PMCID: PMC180060. 14: Fass RJ, Helsel VL. Comparative in vitro activities of apalcillin and piperacillin against gram-negative bacilli. Antimicrob Agents Chemother. 1984 Nov;26(5):660-4. PubMed PMID: 6440476; PubMed Central PMCID: PMC179989. 15: Brogard JM, Adloff M, Pinget M, Dorner M, Lautier F. [Biliary excretion of apalcillin. Experimental study and evaluation in man]. Pathol Biol (Paris). 1985 Feb;33(2):121-8. French. PubMed PMID: 3889782. 16: Coulet M, Forey F, Brun Y, Fleurette J. [Antibacterial activity of apalcillin against 300 strains of enterobacteria]. Pathol Biol (Paris). 1983 May;31(5):311-8. French. PubMed PMID: 6353323. 17: Brogard JM, Arnaud JP, Blickle JF, Dorner M, Lautier F. Biliary elimination of apalcillin: an experimental and clinical study. Int J Clin Pharmacol Ther Toxicol. 1986 Apr;24(4):180-7. PubMed PMID: 3710630. 18: Höffler U. Efficacy of apalcillin alone and in combination with four aminoglycoside antibiotics against Pseudomonas aeruginosa. Chemotherapy. 1986;32(3):255-9. PubMed PMID: 3086049. 19: Harnoss BM, Harnoss CM, Borner K, Lode H, Koeppe P. Biliary elimination of apalcillin in cholecystectomized patients. Chemotherapy. 1985;31(4):266-71. PubMed PMID: 4028872. 20: Watanabe Y, Hayashi T, Kitayama R, Yasuda T, Saikawa I, Shimizu K. Studies on protein binding of antibiotics. II. Effect of apalcillin on protein binding and pharmacokinetics of cefoperazone and cefazolin. J Antibiot (Tokyo). 1981 Jun;34(6):753-7. PubMed PMID: 6456252.