Cefoperazone

The Cefoperazone with CAS registry number of 62893-19-0 is also known as Cefobis. The IUPAC name is (6R,7R)-7-[[(2R)-2-[(4-Ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid. Its EINECS registry number is 263-749-4. In addition, the formula is C₂₅H₂₇N₉O₈S₂ and the molecular weight is 645.68. This chemical is a white crystalline powder.

Physical properties about Cefoperazone are: (1)ACD/LogP: 1.43; (2)# of Rule of 5 Violations: 2; (3)ACD/LogD (pH 5.5): -1.39; (4)ACD/LogD (pH 7.4): -2.28; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 17; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 10; (12)Index of Refraction: 1.819; (13)Molar Refractivity: 158.18 cm³; (14)Molar Volume: 363.6 cm³; (15)Surface Tension: 86.8 dyne/cm; (16)Density: 1.77 g/cm³.

Preparation of Cefoperazone: it is prepared by reaction of 7-ACA with 5-mercapto-1-methyl-tetrazole and α-(p-base)-α-[(4-ethyl 2,3-dioxo-1-pyrazine-yl) carbonyl amino] acetyl chloride. The reaction has two steps and substituted 7-ATCA intermediate is obtained in the first step. At last, crystalline is dissolved with sodium bicarbonate after acidification to get cefoperazone sodium.

Uses of Cefoperazone: it is used as the third generation of broad-spectrum cephalosporin antibiotics. This chemical is also clinically for the treatment of sepsis, respiratory infections, biliary tract infections, urinary tract infections, reproductive tract infections, skin and soft tissue infections.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes, respiratory system and skin. Besides, it is harmful by inhalation, in contact with skin and if swallowed. During using it, wear suitable protective clothing. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: CCN1CCN(C(=O)C1=O)C(=O)NC(C2=CC=C(C=C2)O)C(=O)NC3C4N(C3=O)C(=C(CS4)CSC5=NN=NN5C)C(=O)O
2. Isomeric SMILES: CCN1CCN(C(=O)C1=O)C(=O)N[C@H](C2=CC=C(C=C2)O)C(=O)N[C@H]3[C@@H]4N(C3=O)C(=C(CS4)CSC5=NN=NN5C)C(=O)O
3. InChI: InChI=1S/C25H27N9O8S2/c1-3-32-8-9-33(21(39)20(32)38)24(42)27-15(12-4-6-14(35)7-5-12)18(36)26-16-19(37)34-17(23(40)41)13(10-43-22(16)34)11-44-25-28-29-30-31(25)2/h4-7,15-16,22,35H,3,8-11H2,1-2H3,(H,26,36)(H,27,42)(H,40,41)/t15-,16-,22-/m1/s1
4. InChIKey: GCFBRXLSHGKWDP-XCGNWRKASA-N