Related CAS #
55162-26-0 (Na); 63975-62-2 (free base)
Synonym
Pirbenicillin sodium; Pirbenicillin Na; CP33994-2; CP-33994-2; CP 33994-2
IUPAC/Chemical Name
4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-((((((imino-4-pyridinylmethyl)amino)acetyl)amino)phenylacetyl)amino)-3,3-dimethyl-7-oxo-, monosodium salt, (2S-(2alpha,5alpha,6beta(S*)))-
InChi Key
LWRGPIPUJPCPAY-BOAZFYOZSA-M
InChi Code
InChI=1S/C24H26N6O5S.Na/c1-24(2)18(23(34)35)30-21(33)17(22(30)36-24)29-20(32)16(13-6-4-3-5-7-13)28-15(31)12-27-19(25)14-8-10-26-11-9-14;/h3-11,16-18,22H,12H2,1-2H3,(H2,25,27)(H,28,31)(H,29,32)(H,34,35);/q;+1/p-1/t16?,17-,18+,22-;/m1./s1
SMILES Code
O=C([C@@H](C(C)(C)S[C@]1([H])[C@@H]2NC(C(NC(CNC(C3=CC=NC=C3)=N)=O)C4=CC=CC=C4)=O)N1C2=O)[O-].[Na+]
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
532.55
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 |
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.
