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92665-29-7

Basic Information
CAS No.: 92665-29-7
Name: Cefprozil
Article Data: 4
Molecular Structure:
Molecular Structure of 92665-29-7 (Cefprozil)
Formula: C18H19N3O5S
Molecular Weight: 389.432
Synonyms: 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2- carboxylic acid,7-[[(2R)-amino(4-hydroxyphenyl) acetyl]amino]-8-oxo-3-(1-propenyl)-,(6R,7R)-;5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-((amino(4-hydroxyphenyl)acetyl)amino)-8-oxo-3-(1-propenyl)-, (6R-(6alpha,7beta(R*)))-;Cefprozilum [INN-Latin];Cefzil (TN);Cefprozil (USP);BMY 28100;(6R,7R)-7-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-8-oxo-3-[(E)-prop-1-enyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;Cronocef;Cefprozilo [INN-Spanish];CFPZ;Serozil;Brisoral;5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2R)-amino(4-hydroxyphenyl)acetyl)amino)-8-oxo-3-(1-propenyl)-, (6R,7R)-;Cefprozil anhydrous;Cefzil;(6R,7R)-7-[(2R)-2-Amino-2-(4-hydroxyphenyl) acetylamino]-8-oxo-3-(1-pro-penyl)-5-thia-1-azabicylo [4.2.0]oct-2-ene-2-carboxylic acid;
EINECS: 618-870-0
Density: 1.53 g/cm3
Melting Point: 76°C
Boiling Point: 803.1 °C at 760 mmHg
Flash Point: 439.5 °C
Solubility: Soluble in DMSO at 10mg/ml. Insoluble in water.
Appearance: white powder
Hazard Symbols: Xn
Risk Codes: R22; R41; R43
PSA: 158.26000
LogP: 1.73580
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    Name: Cefprozil Synonyms: 7-{[amino(4-hydroxyphenyl)acetyl]amino}-8-oxo-3-[(1Z)-prop-1-en-1-yl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid CAS: 92665-29-7 MF: C18H19N3O5S Appearance: white powder Storage:Store in cool and dry plac

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Specification

The Cefprozil, with the CAS registry number 92665-29-7, has the IUPAC name of (6R,7R)-7-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-8-oxo-3-[(E)-prop-1-enyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid. This is usually applied as the cephalosporin type antibiotic and could be used to treat bronchitis, ear infections, skin infections, and other bacterial infections. Besides, its product categories are including Intermediates & Fine Chemicals; Pharmaceuticals.

The physical properties of this chemical are as follows: (1)ACD/LogP: 0.06; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -2.44; (4)ACD/LogD (pH 7.4): -3.23; (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: 8; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 7; (12)Polar Surface Area: 104.69; (13)Index of Refraction: 1.718; (14)Molar Refractivity: 100.11 cm3; (15)Molar Volume: 253.8 cm3; (16)Polarizability: 39.68 ×10-24 cm3; (17)Surface Tension: 85.2 dyne/cm; (18)Density: 1.53 g/cm3; (19)Flash Point: 439.5 °C; (20)Enthalpy of Vaporization: 122.44 kJ/mol; (21)Boiling Point: 803.1 °C at 760 mmHg; (22)Vapour Pressure: 3.18E-27 mmHg at 25°C; (23)Exact Mass: 389.104541; (24)MonoIsotopic Mass: 389.104541; (25)Topological Polar Surface Area: 158; (26)Heavy Atom Count: 27; (27)Complexity: 699.

In addition, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: CC=CC1=C(N2C(C(C2=O)NC(=O)C(C3=CC=C(C=C3)O)N)SC1)C(=O)O
(2)Isomeric SMILES: C/C=C/C1=C(N2[C@@H]([C@@H](C2=O)NC(=O)[C@@H](C3=CC=C(C=C3)O)N)SC1)C(=O)O
(3)InChI: InChI=1S/C18H19N3O5S/c1-2-3-10-8-27-17-13(16(24)21(17)14(10)18(25)26)20-15(23)12(19)9-4-6-11(22)7-5-9/h2-7,12-13,17,22H,8,19H2,1H3,(H,20,23)(H,25,26)/b3-2+/t12-,13-,17-/m1/s1
(4)InChIKey: WDLWHQDACQUCJR-ZAMMOSSLSA-N 

Below are the toxicity information of this chemical:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child TDLo oral 7500ug/kg/5D- (7.5mg/kg) LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA

MUSCULOSKELETAL: JOINTS
Journal of Pediatrics. Vol. 125, Pg. 325, 1994.
 
dog LD oral > 2gm/kg (2000mg/kg)   Japanese Journal of Antibiotics. Vol. 43, Pg. 1238, 1990.
 
rat LD oral > 2gm/kg (2000mg/kg)   Japanese Journal of Antibiotics. Vol. 43, Pg. 1238, 1990.
 
women TDLo oral 100mg/kg/5D-I (100mg/kg) MUSCULOSKELETAL: JOINTS

SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"
Journal of Pediatrics. Vol. 125, Pg. 325, 1994.