Synonym
Cephradine dihydrate; Sefril hydrate; Velosef hydrate; Cefradin hydrate; UNII-56PPJ9MMPE
IUPAC/Chemical Name
(6R,7R)-7-[[(2R)-2-amino-2-cyclohexa-1,4-dien-1-ylacetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;dihydrate
InChi Key
HBKDHIDYMXXJLI-OEDJVVDHSA-N
InChi Code
InChI=1S/C16H19N3O4S.2H2O/c1-8-7-24-15-11(14(21)19(15)12(8)16(22)23)18-13(20)10(17)9-5-3-2-4-6-9;;/h2-3,6,10-11,15H,4-5,7,17H2,1H3,(H,18,20)(H,22,23);2*1H2/t10-,11-,15-;;/m1../s1
SMILES Code
O=C(C(N12)=C(C)CS[C@]2([H])[C@H](NC([C@H](N)C3=CCC=CC3)=O)C1=O)O.[H]O[H].[H]O[H]
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
385.44
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: Butt A, Jabeen S, Nisar N, Islam A, Gull N, Iqbal SS, Khan SM, Yameen B. Controlled release of cephradine by biopolymers based target specific crosslinked hydrogels. Int J Biol Macromol. 2019 Jan;121:104-112. doi: 10.1016/j.ijbiomac.2018.10.018. Epub 2018 Oct 3. PMID: 30291928.
2: Jahanfar S, Ng CJ, Teng CL. Antibiotics for mastitis in breastfeeding women. Cochrane Database Syst Rev. 2013 Feb 28;(2):CD005458. doi: 10.1002/14651858.CD005458.pub3. PMID: 23450563.
3: Arayne MS, Sultana N, Afzal M. Cephradine antacids interaction studies. Pak J Pharm Sci. 2007 Jul;20(3):179-84. PMID: 17545100.
4: Mashimo K. [Cefroxadine]. Jpn J Antibiot. 1982 Jun;35(6):1365-73. Japanese. PMID: 6752462.
5: Dallmann A, Ince I, Solodenko J, Meyer M, Willmann S, Eissing T, Hempel G. Physiologically Based Pharmacokinetic Modeling of Renally Cleared Drugs in Pregnant Women. Clin Pharmacokinet. 2017 Dec;56(12):1525-1541. doi: 10.1007/s40262-017-0538-0. PMID: 28391404.
6: Huang X, Xue J, Zhu Y. Computational design of cephradine synthase in a new scaffold identified from structural databases. Chem Commun (Camb). 2017 Jul 4;53(54):7604-7607. doi: 10.1039/c7cc02270k. PMID: 28639649.
7: van de Streek J, Rantanen J, Bond AD. Structures of cefradine dihydrate and cefaclor dihydrate from DFT-D calculations. Acta Crystallogr C. 2013 Nov;69(Pt 11):1229-33. doi: 10.1107/S0108270113026863. Epub 2013 Oct 19. PMID: 24192164.
8: Foster DR, Yee S, Bleske BE, Carver PL, Shea MJ, Menon SS, Ramachandran C, Welage LS, Amidon GL. Lack of interaction between the peptidomimetic substrates captopril and cephradine. J Clin Pharmacol. 2009 Mar;49(3):360-7. doi: 10.1177/0091270008329554. PMID: 19246733.
9: Wiles CM, Assem ES, Cohen SL, Fisher C. Cephradine-induced interstitial nephritis. Clin Exp Immunol. 1979 May;36(2):342-6. PMID: 89922; PMCID: PMC1537712.
10: Hutschenreiter G, Klippel KF. Cefradin in der Urologie [Cephradine in urology]. MMW Munch Med Wochenschr. 1977 Nov 25;119(47):1539-40. German. PMID: 414092.
