Synonym
Azidocillin; SPC 297 D; Brl 2534; Globacillin; Azidocilina ; Azidocilline; Azidocillinum; D-(-)-(alpha-Azidobenzyl)penicillin
IUPAC/Chemical Name
(2S,5R,6R)-6-[[(2R)-2-azido-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
InChi Key
ODFHGIPNGIAMDK-NJBDSQKTSA-N
InChi Code
InChI=1S/C16H17N5O4S/c1-16(2)11(15(24)25)21-13(23)10(14(21)26-16)18-12(22)9(19-20-17)8-6-4-3-5-7-8/h3-7,9-11,14H,1-2H3,(H,18,22)(H,24,25)/t9-,10-,11+,14-/m1/s1
SMILES Code
O=C([C@@H](C(C)(C)S[C@]1([H])[C@@H]2NC([C@H](N=[N+]=[N-])C3=CC=CC=C3)=O)N1C2=O)O
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
375.40
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: Margarit F, Moreno-Dalmau J, Obach R, Peraire C, Plá-Delfina JM. Intestinal absorption kinetics of a series of aminopenicillins and azidocillin. A comparative study in the rat. Eur J Drug Metab Pharmacokinet. 1991;Spec No 3:102-7. PubMed PMID: 1820862.
2: Mignone F, Sardella ML, Leone N, Sciolla N, Vianzone M, Bona F, Ciravegna P, Martina A. [Azidocillin and streptococcal infections: pharmacokinetics and clinical aspects]. Minerva Pediatr. 1983 Jun 15;35(11):587-95. Italian. PubMed PMID: 6688654.
3: Mabeck CE. Prescription of antibacterial drugs for treatment of otitis media and upper respiratory tract infections in general practice in Denmark. Acta Otolaryngol. 1982 Jan-Feb;93(1-2):69-72. PubMed PMID: 7064698.
4: Gonschewski HH, Stempel G. [Treatment of chronic bronchitis with azidocillin and co-trimoxazole]. Fortschr Med. 1981 Mar 12;99(10):357-60. German. PubMed PMID: 6971244.
5: Axelsson A, Jensen C, Melin O, Singer F, von Sydow C. Treatment of acute maxillary sinusitis. V. Amoxicillin azidocillin, phenylpropanolamine and pivampicillin. Acta Otolaryngol. 1981 Mar-Apr;91(3-4):313-8. PubMed PMID: 6894819.
6: Bystedt H, Nord CE, Nordenram A. Effect of azidocillin, erythromycin, clindamycin and doxycycline on postoperative complications after surgical removal of impacted mandibular third molars. Int J Oral Surg. 1980 Jun;9(3):157-65. PubMed PMID: 6777314.
7: Wieser O, Weuta H. Azidocillin in acute attacks of chronic bronchitis. Comparisons of b.i.d. and t.i.d. administration. Br J Clin Pract. 1980 Apr;34(4):101-6. PubMed PMID: 6893157.
