Detail of "27025-49-6"

CAS Number:
27025-49-6
Name:
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 6-[(1,3-dioxo-3-phenoxy-2-phenylpropyl)amino]-3,3-dimethyl-7-oxo-,(2S,5R,6R)-
Molecular Structure:
Formula:
C23H22 N2 O6 S
Molecular Weight:
454.53
Synonyms:
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 6-[(1,3-dioxo-3-phenoxy-2-phenylpropyl)amino]-3,3-dimethyl-7-oxo-, [2S-(2a,5a,6b)]-; Malonamic acid,N-(2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-6-yl)-2-phenyl-,1-phenyl ester (8CI); 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-(2-carboxy-2-phenylacetamido)-3,3-dimethyl-7-oxo-, 6-phenyl ester (8CI);Carbenicillin phenyl; Carbenicillin phenyl ester; Carfecillin
Density:
1.44g/cm³
Boiling Point:
770.9°Cat760mmHg
Flash Point:
420°C
Safety:
Moderately toxic by ingestion, intraperitoneal, and intravenous routes. When heated to decomposition it emits very toxic fumes of NO_x and SO_x. See also CARBENICILLIN PHENYL SODIUM and ESTERS. Details

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Pharmacokinetic and clinical studies with carfecillin: Pharmacokinetic and clinical studies with carfecillin. Graber, H.; Benesch, L.; Arr, M.; Magyar, T. (Dep. Med. Clin. Pharmacol., Munic. Hosp. Peterfy, Budapest, Hung.). Int. J. Clin. Pharmacol. Biopharm., 16(2), 59-62 (English) 1978. CODEN: IJCBDX. ISSN: 0340-0026. DOCUMENT TYPE: Journal CA Section: 1 (Pharmacodynamics) In healthy subjects, maximal carbenicillin serum levels attained by therapeutic doses of carfecillin (carbenicillin Ph ester) (I) [27025-49-6] were ~20 mg/mL; concns. in the urine surpassed 1000 mg/mL. The Ph moiety was detectable as free phenol [108-95-2] in serum (<1 mg/mL) and urine (<3 mg/mL), but its major part was transformed to glucuronide [17685-05-1] and sulfate [937-34-8] conjugates. Pharmacokinetics were not altered by hepatic lesion. In renal insufficiency, serum levels of both carbenicillin and conjugated phenol were higher and their decrease delayed, whereas urine concn. was low. I treatment was successful in 20 of 30 patients urinary tract infections.

Studies on the pharmacokinetics of phenyl and indanyl esters of carbenicillin in relation to renal function: Studies on the pharmacokinetics of phenyl and indanyl esters of carbenicillin in relation to renal function. Hackenberger, F.; Briedigkeit, H.; Precht, K. (Inst. Arzneimittelwes., Berlin, E. Ger.). Zentralbl. Pharm., Pharmakother. Laboratoriumsdiagn., 116(6), 619-24 (German) 1977. CODEN: ZPPLBF. DOCUMENT TYPE: Journal CA Section: 1 (Pharmacodynamics) Serum and urine levels of carbenicillin [4697-36-3] were detd. in healthy subjects or patients with impaired renal function following administration of 1 g carbenicillin i.v. or 1 g carbenicillin Ph ester [27025-49-6] or carbenicillin indanyl ester [35531-88-5] orally daily for 3 consecutive days. In healthy subjects the elimination const. for carbenicillin was 0.90 and for the Ph and indanyl esters, 0.43 and 0.58, resp. Elimination was delayed in patients with impaired renal function.