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| CAS No.: | 74469-00-4 |
|---|---|
| Name: | Amoxicillin-Potassium Clavulanate Combination |
| Molecular Structure: | |
|
|
|
| Formula: | C16H19N3O5S•C8H9NO5•K |
| Molecular Weight: | 603.72 |
| Synonyms: | Amoxicillin-Potassium Clavulanate Combination |
| Boiling Point: | 743.2°C at 760 mmHg |
| Flash Point: | 403.3°C |
| Safety: | Moderately toxic by some routes. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of SOx, NOx, and K2O. |
| PSA: | 248.16000 |
| LogP: | -1.43960 |
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Chemistry
Molecule structure of Augmentin (CAS NO.74469-00-4) :
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IUPAC Name: potassium ; (2S,5R,6R)-6-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid ; (3Z,5R)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-
carboxylate
Molecular Weight: 602.65528 g/mol
Molecular Formula: C24H27KN4O10S
Boiling Point: 743.2 °C at 760 mmHg
Flash Point: 403.3 °C
Vapour Pressure: 3.39E-23 mmHg at 25°C
Enthalpy of Vaporization: 113.73 kJ/mol
H-Bond Donor: 5
H-Bond Acceptor: 11
Rotatable Bond Count: 6
Tautomer Count: 4
MonoIsotopic Mass: 602.108496
Topological Polar Surface Area: 223
Heavy Atom Count: 40
Complexity: 919
Defined Atom StereoCenter Count: 5
Undefined Atom StereoCenter Count: 1
Defined Bond StereoCenter Count: 1
Covalently-Bonded Unit Count: 3
Isomeric SMILES: CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=C(C=C3)O)N)C(=O)O)C.C1[C@@H]2N(C1=O)C(/C(=C/CO)/O2)C(=O)[O-].[K+]
InChI: InChI=1S/C16H19N3O5S.C8H9NO5.K/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7;10-2-1-4-7(8(12)13)9-5(11)3-6(9)14-4;/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24);1,6-7,10H,2-3H2,(H,12,13);/q;;+1/p-1/b;4-1-;/t9-,10-,11+,14-;6-,7;/m11./s1
InChIKey: DWHGNUUWCJZQHO-VXMVAJKNSA-M
History
The Augmentin (CAS NO.74469-00-4) was invented around 1977/78 by British scientists working at Beecham, which filed for US patent protection for the drug combination in 1979. US patent 4441609 was granted in 1984.
Uses
The Augmentin (CAS NO.74469-00-4) acid combination is used in veterinary. The preparation for veterinary use is commonly marketed under the trade names Clavaseptin, and Clavamox. It is also used in the treatment of, among other infections, periodontitis in dogs and skin infections in cats. Augmentin acid is banned from use in domestic-food animals (cattle, swine, etc.) in both the US and Europe.
Toxicity Data With Reference
| 1. | ipr-rat LD50:2774 mg/kg | NKRZAZ Chemotherapy (Tokyo). 31 (Suppl 2)(1983),113. | ||
| 2. | scu-rat LD50:3487 mg/kg | NKRZAZ Chemotherapy (Tokyo). 31 (Suppl 2)(1983),113. | ||
| 3. | ipr-mus LD50:3925 mg/kg | NKRZAZ Chemotherapy (Tokyo). 31 (Suppl 2)(1983),113. | ||
| 4. | scu-mus LD50:6433 mg/kg | NKRZAZ Chemotherapy (Tokyo). 31 (Suppl 2)(1983),113. |
Safety Profile
Moderately toxic by some routes. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of SOx, NOx, and K2O.
Specification
The Augmentin (CAS NO.74469-00-4) is also called Amocla ; Amoclan ; Amoclav ; Amoxicillin and clavulanate potassium ;
Amoxicillin mixed with potassium clavulanate (2:1) ; Amoxicillin mixture with Clavulanate potassium ; Amoxsiklav ; Ancla ; Augmentan ; Augmentin '125' ; Augmentin '200' ; Augmentin '250' ; Augmentin '400' ; Augmentin '500' ; Augmentin '875' ; Augmentin (antibiotic) ; Augmentin ES-600 ; Augmentin XR ; Augmentine ; Auspilic ; BRL 25000 ; BRL 25000A ; BRL 25000G ; Clamentin ; Clamobit ; Clavamox ; Clavinex ; Clavoxilin Plus ; Clavulin ; Clavumox ; Eumetinex ; Kmoxilin ; Potassium clavulanate mixed with amoxicillin (1:2) ; Spectramox ; Viaclav ; Xiclav . Liquid Augmentin (CAS NO.74469-00-4) must be refrigerated to maintain effectiveness.