Cefozopran monohydrochloride

Base Information

• Chemical Name: Cefozopran monohydrochloride
• CAS No.: 113981-44-5
• Deprecated CAS: 216447-42-6,203311-40-4,142352-46-3,123572-84-9,123572-81-6,125905-00-2,1065213-10-6,733804-85-8
• Molecular Formula: C19H18ClN9O5S2
• Molecular Weight: 551.994
• UNII: 060I5C0GRC
• NCI Thesaurus Code: C92168
• Mol file: 113981-44-5.mol

Synonyms:Cefozopran hydrochloride;Firstcin;Cefozopran (hydrochloride);113981-44-5;CEFOZOPRAN HCL;UNII-060I5C0GRC;060I5C0GRC;Cefozopran monohydrochloride;Cefozopranhydrochloride;SCE-2787 hydrochloride;SCE-2787.HCl;SCHEMBL1229838;SCHEMBL9286286;HY-B0771A;(6R,7R)-7-[[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-methoxyiminoacetyl]amino]-3-(imidazo[1,2-b]pyridazin-1-ium-1-ylmethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate;hydrochloride;MFCD00944908;AKOS037648568;CCG-270009;CS-3504;CEFOZOPRAN HYDROCHLORIDE [MART.];CEFOZOPRAN HYDROCHLORIDE [WHO-DD];BS-14644;113981-44-5 (HCl);A803043;(-)-1-(((6R,7R)-7-(2-(5-AMINO-1,2,4-THIADIAZOL-3-YL)GLYOXYLAMIDO)-2-CARBOXY-8-OXO-5-THIA-1-AZABICYCLO(4.2.0)OCT-2-EN-3-YL)METHYL)-1H-IMIDAZO(1,2-B)PYRIDAZIN-4-IUM HYDROXIDE INNER SALT, 7(SUP 2)-(Z)-(O-METHYLOXIME), HYDROCHLORIDE;(6R,7R)-7-[[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-methoxyimino-1-oxoethyl]amino]-3-(1-imidazo[1,2-b]pyridazin-4-iumylmethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride;(6R,7R)-7-[[(2Z)-2-(5-azanyl-1,2,4-thiadiazol-3-yl)-2-methoxyimino-ethanoyl]amino]-3-(imidazo[1,2-b]pyridazin-4-ium-1-ylmethyl)-8-oxidanylidene-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride;Imidazo(1,2-b)pyridazinium, 1-((7-(((5-amino-1,2,4-thiadiazol-3-yl)(methoxyimino)acetyl)amino)-2-carboxy-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)-, chloride, (6R-(6alpha,7beta(Z)))-

Chemical Property of Cefozopran monohydrochloride

Chemical Property:

• PSA: 234.82000
• LogP: -3.24120
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 6
• Exact Mass: 551.0560847
• Heavy Atom Count: 36
• Complexity: 960

Purity/Quality:

99.0% Min ^*data from raw suppliers

Cefozopranhydrochloride 98+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CON=C(C1=NSC(=N1)N)C(=O)NC2C3N(C2=O)C(=C(CS3)C[N+]4=C5C=CC=NN5C=C4)C(=O)[O-].Cl
• Isomeric SMILES: CO/N=C(/C1=NSC(=N1)N)\C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)C[N+]4=C5C=CC=NN5C=C4)C(=O)[O-].Cl

Technology Process of Cefozopran monohydrochloride

There total 3 articles about Cefozopran monohydrochloride 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: 86.0%

cefozopran → (6R,7R)-7-[[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-methoxyiminoacetyl]amino]-3-(1H-imidazo[1,2-b]pyridazin-4-ium-1-ylmethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate monohydrochloride (113981-44-5)

Guidance literature:

With hydrogenchloride; In diethyl ether; di-isopropyl ether; at -20 - -10 ℃; for 3h; Temperature; Solvent; Inert atmosphere;

Reference yield:

(Z)-(5-amino-[1,2,4]thiadiazol-3-yl)methoxyiminothioacetic acid S-benzothiazol-2-yl ester (89604-91-1) + 7β-amino-3-[(imidazo[1,2-b]pyridazinium-1-yl)methyl]-3-cephem-4-carboxylate hydrochloride → (6R,7R)-7-[[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-methoxyiminoacetyl]amino]-3-(1H-imidazo[1,2-b]pyridazin-4-ium-1-ylmethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate monohydrochloride (113981-44-5)

Guidance literature:

(Z)-(5-amino-[1,2,4]thiadiazol-3-yl)methoxyiminothioacetic acid S-benzothiazol-2-yl ester; 7β-amino-3-[(imidazo[1,2-b]pyridazinium-1-yl)methyl]-3-cephem-4-carboxylate hydrochloride; With tributyl-amine; In tetrahydrofuran; water; at 15 - 30 ℃; for 5.33333h; pH=6.8 - 7.2;

With hydrogenchloride; In water; at 10 - 15 ℃; pH=~ 1.4;

Reference yield:

(6R,7R)-7-{[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(methoxyimino)acetyl]amino}-3-(imidazo[1,2-b]pyridazin-1-ium-1-ylmethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hemihydrochloride → (6R,7R)-7-[[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-methoxyiminoacetyl]amino]-3-(1H-imidazo[1,2-b]pyridazin-4-ium-1-ylmethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate monohydrochloride (113981-44-5)

Guidance literature:

With hydrogenchloride; In acetone; at 15 - 20 ℃; for 1h; Product distribution / selectivity;

upstream raw materials:

(Z)-(5-amino-[1,2,4]thiadiazol-3-yl)methoxyiminothioacetic acid S-benzothiazol-2-yl ester

Refernces

• 1、 -. "PROCESSES FOR THE PREPARATION OF CEFOZOPRAN, ITS SALTS AND POLYMORPHIC FORMS THEREOF". Page/Page column 30. . Retrieved 2010/08/18.