Synonym
Pivampicillin Hydrochloride; Alphacilina; Alphacillin; Sanguicillin; Centurina; Devonium; Diancina; Serra Pamies Brand of Pivampicillin Hydrochloride; Pivampicillin Monohydrochloride; Leo Brand of Pivampicillin; Monohydrochloride, Pivampicillin;
IUPAC/Chemical Name
2,2-dimethylpropanoyloxymethyl (2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate;hydrochloride
InChi Key
DQECFVGMGBQCPA-UHFFFAOYSA-N
InChi Code
InChI=1S/C22H29N3O6S.ClH/c1-21(2,3)20(29)31-11-30-19(28)15-22(4,5)32-18-14(17(27)25(15)18)24-16(26)13(23)12-9-7-6-8-10-12;/h6-10,13-15,18H,11,23H2,1-5H3,(H,24,26);1H
SMILES Code
CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)N)C(=O)OCOC(=O)C(C)(C)C)C.Cl
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
500.01
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: Ehrnebo M, Nilsson SO, Boréus LO. Pharmacokinetics of ampicillin and its prodrugs bacampicillin and pivampicillin in man. J Pharmacokinet Biopharm. 1979 Oct;7(5):429-51. doi: 10.1007/BF01062386. PMID: 529016.
2: Alausa A, Osoba AO, Sogbetun AO. Clinical trial of pivampicillin hydrochloride (alphacillin) in gonorrhoea [proceedings]. West Afr J Pharmacol Drug Res. 1976 Jun;3(1):70P. PMID: 1023509.
3: Alausa KO, Osoba AO, Sogbetun AO. Clinical trial of pivampicillin hydrochloride (alphacillin) in gonorrhoea. West Afr J Pharmacol Drug Res. 1976 Jun;3(1):31-7. PMID: 799402.
4: Roholt K, Nielsen B, Kristensen E. Clinical pharmacology of pivampicillin. Antimicrob Agents Chemother. 1974 Nov;6(5):563-71. doi: 10.1128/AAC.6.5.563. PMID: 15825306; PMCID: PMC444693.
5: Hunton RB, Harper RG, Bremner DA, Hookham AB. Acute gonococcal urethritis in males treated with a single oral dose of pivampicillin hydrochloride. N Z Med J. 1974 Sep 11;80(523):205-8. PMID: 4530197.
6: Marchi E, Mascellani G, Boccali D. Spectrophotometric determination of pivampicillin hydrochloride. J Pharm Sci. 1974 Aug;63(8):1299-300. doi: 10.1002/jps.2600630831. PMID: 4854359.
7: Hunton RB, Harper RG, Bremner DA, Hookham AB. One-day oral pivampicillin hydrochloride treatment for acute gonococcal urethritis in male patients. N Z Med J. 1974 May 8;79(514):907-8. PMID: 4212211.
8: Marchi E, Mascellani G, Boccali D. Determinazione spettrofotometrica di pivampicillina cloridrato [Spectrophotometric determination of pivampicillin hydrochloride]. Farmaco Prat. 1973 Oct;28(10):523-8. Italian. PMID: 4769271.
9: Förström L, Lassus A. Pivampicillin hydrochloride in uncomplicated gonorrhoea. Br J Vener Dis. 1972 Dec;48(6):510-3. doi: 10.1136/sti.48.6.510. PMID: 4631231; PMCID: PMC1048377.
