Sultamicillin tosylate

Base Information

• Chemical Name: Sultamicillin tosylate
• CAS No.: 83105-70-8
• Deprecated CAS: 155812-87-6
• Molecular Formula: C₇H₈O₃S*C₂₅H₃₀N₄O₉S₂
• Molecular Weight: 766.871
• Hs Code.: 2941101900
• European Community (EC) Number: 645-303-4
• UNII: 46940LU8EO
• DSSTox Substance ID: DTXSID9048641
• Wikidata: Q27114807
• ChEMBL ID: CHEMBL3183856
• Mol file: 83105-70-8.mol

Synonyms:SULTAMICILLIN TOSYLATE;Bacimex;83105-70-8;Sultamicillin tosilate;Unacim orale;Unacid PD oral;Sultamicillin tosilate [JAN];UNII-46940LU8EO;DTXSID9048641;46940LU8EO;Sbtpc;[(2S,5R)-3,3-dimethyl-4,4,7-trioxo-4lambda6-thia-1-azabicyclo[3.2.0]heptane-2-carbonyl]oxymethyl (2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate;4-methylbenzenesulfonic acid;VD 1827 p-Toluenesulfonate;CHEBI:32170;CP 49952 p-Toluenesulfonate;(((2S,5R,6R)-6-((R)-2-Amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carbonyl)oxy)methyl (2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4,4-dioxide 4-methylbenzenesulfonate;Unacim;C25-H30-N4-O9-S2.C7-H8-O3-S;CHEMBL3183856;DTXCID2028567;SCHEMBL10568567;SULTAMICILLIN TOSYLATE [MI];Tox21_112990;AKOS015963377;AC-4506;DS-3314;SULTAMICILLIN TOSILATE [WHO-DD];4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid,6-[[(2R)-aminophenylacetyl]amino]-3,3-dimethyl-7-oxo-,[[[(2S,6R)-3,3-dimethyl-4,4-dioxido-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-yl]carbonyl]oxy]methylester,(2S,5R,6R)-,(4-methylbenzenesulfonate)(1:1);AC-20082;CAS-83105-70-8;U0097;A840504;Q27114807;(((2S,5R,6R)-6-((R)-2-Amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carbonyl)oxy)methyl(2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate4,4-dioxide4-methylbenzenesulfonate

Chemical Property of Sultamicillin tosylate

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder
• Boiling Point: 1049.3 °C at 760 mmHg
• Flash Point: 588.4 °C
• PSA: 278.91000
• LogP: 3.78170
• Storage Temp.: 2-8°C
• Solubility.: Practically insoluble in water, sparingly soluble in ethanol (96 per cent).
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 10
• Exact Mass: 766.16483618
• Heavy Atom Count: 51
• Complexity: 1450

Purity/Quality:

99% ^*data from raw suppliers

Sultamicillin tosylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)O.CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)N)C(=O)OCOC(=O)C4C(S(=O)(=O)C5N4C(=O)C5)(C)C)C
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)O.CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)N)C(=O)OCOC(=O)[C@H]4C(S(=O)(=O)[C@H]5N4C(=O)C5)(C)C)C
• Recent EU Clinical Trials: Levofloxacin vs Piperacillin/Sulbactam and Sultamicillin in patients with bacterial cholangitis. A double blind, randomiized study.
• Uses: Sultamicillin Tosylate is a useful oral antibacterial agent. Beta-lactamase inhibitor.

Technology Process of Sultamicillin tosylate

There total 2 articles about Sultamicillin tosylate 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:

6'-(alpha-N-[1-methoxycarbonylpropen-2-yl]aminophenylacetamido)penicillanoyloxymethyl penicillanate 1,1-dioxide (84519-73-3) → 6'-(alpha-Aminophenylacetamido)penicillanoyloxymethyl penicillanate 1,1-dioxide p-toluene sulfonate (84579-99-7,83105-70-8)

Guidance literature:

With p-toluenesulfonic acid monohydrate; In water; ethyl acetate;

Reference yield:

→ 6'-(alpha-Aminophenylacetamido)penicillanoyloxymethyl penicillanate 1,1-dioxide p-toluene sulfonate (84579-99-7,83105-70-8)

Guidance literature:

upstream raw materials:

6'-(alpha-N-[1-methoxycarbonylpropen-2-yl]aminophenylacetamido)penicillanoyloxymethyl penicillanate 1,1-dioxide

Refernces

• 1、 -. "Process for the preparation of penicillanic acid esters". . . Retrieved 2008/06/13.