4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(3-(2-chlorophenyl)-5-methyl-4-isoxazolecarboxamido)-3,3-dimethyl-7-oxo-, monosodium salt, (2S,5R,6R)-

Base Information

• Chemical Name: 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(3-(2-chlorophenyl)-5-methyl-4-isoxazolecarboxamido)-3,3-dimethyl-7-oxo-, monosodium salt, (2S,5R,6R)-
• CAS No.: 7081-44-9
• Molecular Formula: C19H17ClN3NaO5S^.H2O
• Molecular Weight: 475.885
• Hs Code.: 29411099
• European Community (EC) Number: 211-390-9
• Mol file: 7081-44-9.mol

Synonyms:Cloxacillin sodium salt monohydrate;SMR000875328;sodium;(2S,5R,6R)-6-[[3-(2-chlorophenyl)-5-methyl-1,2-oxazole-4-carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;642-78-4;4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(3-(2-chlorophenyl)-5-methyl-4-isoxazolecarboxamido)-3,3-dimethyl-7-oxo-, monosodium salt, (2S,5R,6R)-;MLS001336043;MLS001336044;SCHEMBL5550210

Chemical Property of 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(3-(2-chlorophenyl)-5-methyl-4-isoxazolecarboxamido)-3,3-dimethyl-7-oxo-, monosodium salt, (2S,5R,6R)-

Chemical Property:

• Melting Point: 170℃
• Boiling Point: 689.7 °C at 760 mmHg
• Flash Point: 370.9 °C
• PSA: 136.54000
• LogP: 0.99210
• Storage Temp.: 2-8°C
• Solubility.: H2O: soluble50mg/mL
• Water Solubility.: Soluble in water
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 476.0659035
• Heavy Atom Count: 31
• Complexity: 722

Purity/Quality:

99% ^*data from raw suppliers

Cloxacillin Sodium Salt Monohydrate >98.0%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-42/43
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C(=NO1)C2=CC=CC=C2Cl)C(=O)NC3C4N(C3=O)C(C(S4)(C)C)C(=O)O.O.[Na]
• Isomeric SMILES: CC1=C(C(=NO1)C2=CC=CC=C2Cl)C(=O)N[C@H]3[C@@H]4N(C3=O)[C@H](C(S4)(C)C)C(=O)O.O.[Na]
• Recent EU Clinical Trials: Short-course antibiotic regimen compared to conventional antibiotic treatment for gram-positive cocci infective endocarditis: randomized clinical trial
• Uses: Penicillin antibacterial. Targets primarily Gram-positive bacteria, especially -lactamase producing Staphylococci
• Clinical Use: The chlorine atom ortho to the position of attachment of thephenyl ring to the isoxazole ring enhances the activity ofcloxacillin sodium, [3-(o-chlorophenyl)-5-methyl-4-isoxazolyl]penicillin sodium monohydrate (Tegopen), over that ofoxacillin, not by increasing its intrinsic antibacterial activitybut by enhancing its oral absorption, leading to higher plasmalevels. In almost all other respects, it resembles oxacillin.

Technology Process of 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(3-(2-chlorophenyl)-5-methyl-4-isoxazolecarboxamido)-3,3-dimethyl-7-oxo-, monosodium salt, (2S,5R,6R)-

There total 3 articles about 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(3-(2-chlorophenyl)-5-methyl-4-isoxazolecarboxamido)-3,3-dimethyl-7-oxo-, monosodium salt, (2S,5R,6R)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

3-(2'-chlorophenyl)-5-methyl-4-isoxazolyl chloride → cloxacillin sodium salt monohydrate (7081-44-9)

Guidance literature:

Reference yield: 78.8%

2-Ethylhexanoic acid (149-57-5) + 3-(2-chlorophenyl)-5-methyl-4-isoxazolecarboxylic acid (23598-72-3) + sodium 2-ethylhexanoic acid → cloxacillin sodium salt monohydrate (7081-44-9) + 6(3-(o-chlorophenyl)-5-methyl-4-isoxazolylcarboxyamido)penicillanic acid sodium salt

Guidance literature:

With phosphorus pentachloride; triethylamine; In hexane; dichloromethane; water; 4-methyl-2-pentanone;

Reference yield:

→ cloxacillin sodium salt monohydrate (7081-44-9)

Guidance literature:

upstream raw materials:

2-Ethylhexanoic acid

3-(2-chlorophenyl)-5-methyl-4-isoxazolecarboxylic acid

Refernces

• 1、 -. "Process for the activation of carboxylic acids". . . Retrieved 2008/06/13.