Synonym
Propicillin potassium; EINECS 214-993-5; Trecillin; Oricillin
IUPAC/Chemical Name
4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6- (2-phenoxybutyramido)-, monopotassium salt
InChi Key
ULBKMFLWMIGVOJ-UHFFFAOYSA-M
InChi Code
InChI=1S/C18H22N2O5S.K/c1-4-11(25-10-8-6-5-7-9-10)14(21)19-12-15(22)20-13(17(23)24)18(2,3)26-16(12)20;/h5-9,11-13,16H,4H2,1-3H3,(H,19,21)(H,23,24);/q;+1/p-1
SMILES Code
O=C(C(C(C)(C)SC1C2NC(C(OC3=CC=CC=C3)CC)=O)N1C2=O)[O-].[K+]
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
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
416.53
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.
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: AUHAGEN E, GLOXHUBER C, HECHT G, KNOTT T, RAUENBUSCH E, SCHAWARTZ ER, SCHMID J, SCHOLTAN W, WALTER AM. [Propicillin-Baycillin]. Arzneimittelforschung. 1962 Aug;12:751-70. German. PMID: 13863272.
2: van der Hoeven JS, van den Kieboom CW. Effects of propicillin on mixed continuous cultures of periodontal bacteria. Antimicrob Agents Chemother. 1991 Sep;35(9):1717-20. doi: 10.1128/aac.35.9.1717. PMID: 1952836; PMCID: PMC245256.
3: SCHOFIELD PB. Propicillin in general practice. Practitioner. 1962 Jan;188:115-9. PMID: 13909124.
4: Crooks J, O'Malley K, Stevenson IH. Pharmacokinetics in the elderly. Clin Pharmacokinet. 1976;1(4):280-96. doi: 10.2165/00003088-197601040-00003. PMID: 797500.
5: Wagner W, Weuta H, Tetsch P, Förster D. Antibakterielle Konzentrationen in Serum und Geweben aus dem Zahn-Kieferbereich nach perioperativer Einnahme von Propicillin [Antibacterial concentrations in serum and tooth-jawbone tissue following perioperative administration of propicillin]. Infection. 1983 Nov- Dec;11(6):336-9. German. doi: 10.1007/BF01641360. PMID: 6421744.
6: Cassese M, Gargiulo V. La propicillina in odonto-stomatologia e chirurgia maxillo-facciale [Propicillin in odontostomatology and maxillofacial surgery]. Minerva Stomatol. 1970 Mar;19(3):164-70. Italian. PMID: 4987871.
7: Simon C, Malerczyk V, Wulffen CGv. In-vitro-Aktivitat und Pharmakokinetik von Propicillin, Penicillin V und Phenethicillin [In-vitro activity and pharmacokinetics of propicillin, penicillin V and phenethicillin]. Med Welt. 1976 Dec 17;27(51):2476-81. German. PMID: 827661.
8: Van Hartesveldt C, Petit TL, Isaacson RL. Epileptogenic effects of several penicillins and penicillin-related compounds in rat neocortex. Epilepsia. 1975 Sep;16(3):449-55. doi: 10.1111/j.1528-1157.1975.tb06072.x. PMID: 171154.
9: Gebhardt M, Lustig A, Bocker T, Wollina U. Acute generalized exanthematous pustulosis (AGEP): manifestation of drug allergy to propicillin. Contact Dermatitis. 1995 Sep;33(3):204-5. doi: 10.1111/j.1600-0536.1995.tb00553.x. PMID: 8565471.
10: Tsuji A, Miyamoto E, Hashimoto N, Yamana T. GI absorption of beta-lactam antibiotics II: deviation from pH--partition hypothesis in penicillin absorption through in situ and in vitro lipoidal barriers. J Pharm Sci. 1978 Dec;67(12):1705-11. doi: 10.1002/jps.2600671219. PMID: 31450.