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MedKoo Cat#: 526002 | Name: Pirbenicillin

Description:

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

Pirbenicillin is a semi-synthetic penicillin with antipseudomonal activity.

Chemical Structure

Pirbenicillin
Pirbenicillin
CAS#63975-62-2 (free base)

Theoretical Analysis

MedKoo Cat#: 526002

Name: Pirbenicillin

CAS#: 63975-62-2 (free base)

Chemical Formula: C24H26N6O5S

Exact Mass: 510.1685

Molecular Weight: 510.57

Elemental Analysis: C, 56.46; H, 5.13; N, 16.46; O, 15.67; S, 6.28

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 #
55162-26-0 (Na); 63975-62-2 (free base)
Synonym
Pirbenicillin; CP-33,994.
IUPAC/Chemical Name
Glycinamide, N-(imino-4-pyridinylmethyl)glycyl-N-(2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)hept-6-yl)-2-phenyl-, (2S-(2alpha,5alpha,6beta))-
InChi Key
HDJNLMVDVJFYOK-UKOCIUTBSA-N
InChi Code
InChI=1S/C24H26N6O5S/c1-24(2)18(23(34)35)30-21(33)17(22(30)36-24)29(16(20(26)32)13-6-4-3-5-7-13)15(31)12-28-19(25)14-8-10-27-11-9-14/h3-11,16-18,22H,12H2,1-2H3,(H2,25,28)(H2,26,32)(H,34,35)/t16-,17-,18?,22-/m0/s1
SMILES Code
O=C(N)[C@H](C1=CC=CC=C1)N(C(CNC(C2=CC=NC=C2)=N)=O)[C@@H]3[C@]4([H])SC(C)(C)C(C(O)=O)N4C3=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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 510.57 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: Castellani Pastoris M, Mondello F, Gennaro ML, Greco D. Comparative "in vitro" activity of pirbenicillin and carbenicillin against clinical and environmental "Pseudomonas aeruginosa" isolates from hospitals. Ann Sclavo. 1980 Nov-Dec;22(6):931-9. PubMed PMID: 6794465. 2: Greenwood D, Pearson NJ, Olivant J, O'Grady F. Laboratory evaluation of pirbenicillin, a new penicillin with antipseudomonal activity. J Antimicrob Chemother. 1977 Mar;3(2):185-9. PubMed PMID: 405364. 3: Wise R, Andrews JM, Bedford KA. Pirbenicillin--a semi-synthetic penicillin with antipseudomonal activity. J Antimicrob Chemother. 1977 Mar;3(2):175-83. PubMed PMID: 405363. 4: Lopez CE, Standiford HC, Tatem BA, Calia FM, Schimpff SC, Snyder MJ, Hornick RB. Pirbenicillin: comparison with carbenicillin and BL-P1654, alone and with gentamicin, against Pseudomonas aeruginosa. Antimicrob Agents Chemother. 1977 Mar;11(3):441-8. PubMed PMID: 404963; PubMed Central PMCID: PMC352004. 5: English AR, Girard D, Retsema JA. Pirbenicillin: pharmacokinetic parameters in mice. Antimicrob Agents Chemother. 1976 Sep;10(3):491-7. PubMed PMID: 984791; PubMed Central PMCID: PMC429777. 6: Retsema JA, English AR, Lynch JE. Laboratory studies with a new broad-spectrum penicillin, pirbenicillin. Antimicrob Agents Chemother. 1976 Jun;9(6):975-82. PubMed PMID: 938027; PubMed Central PMCID: PMC429660. 7: Bodey GP, Rodriguez V, Weaver S. Pirbenicillin, a new semisynthetic penicillin with broad-spectrum activity. Antimicrob Agents Chemother. 1976 Apr;9(4):668-74. PubMed PMID: 817665; PubMed Central PMCID: PMC429596.