Cas no 95789-30-3 (Cefotiam Hexetil Hydrochloride (mixture of Diastereomers))

Cefotiam Hexetil Hydrochloride (mixture of Diastereomers) is a prodrug of the broad-spectrum cephalosporin antibiotic Cefotiam. Upon oral administration, it undergoes hydrolysis to release the active form, Cefotiam, which exhibits potent antibacterial activity against both Gram-positive and Gram-negative bacteria. The hexetil ester moiety enhances oral bioavailability, improving systemic absorption compared to the parent compound. As a mixture of diastereomers, this formulation ensures consistent pharmacokinetic performance. Cefotiam Hexetil Hydrochloride is particularly effective in treating respiratory, urinary, and soft tissue infections. Its stability and predictable metabolism make it a reliable option in clinical settings, offering a balance of efficacy and tolerability.
Cefotiam Hexetil Hydrochloride (mixture of Diastereomers) structure
95789-30-3 structure
Product Name:Cefotiam Hexetil Hydrochloride (mixture of Diastereomers)
CAS No:95789-30-3
MF:C27H38ClN9O7S3
MW:732.294720172882
CID:807518
PubChem ID:175647
Update Time:2025-06-08

Cefotiam Hexetil Hydrochloride (mixture of Diastereomers) Chemical and Physical Properties

Names and Identifiers

    • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2- carboxylic acid,7-[[(2-amino-4-thiazolyl)- acetyl]amino]-3-[[[1-[2-(dimethylamino)- ethyl]-1H-tetrazol-5-yl]thio]methyl]-8-oxo-,1-[[(cyclohexyloxy)carbonyl]oxy]ethyl ester,dihydrochloride,(6R,7R)-
    • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2- carboxylic acid,7-[[(2-amino-4-thiazolyl)- acetyl]amino...
    • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2- carboxylic acid,7-[[(2-amino-4-thiazolyl)- acetyl]amino]-3-[[[1-[2-(dimethylamino)- et
    • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2- carboxylic acid,7-[[(2-amino-4-thiazolyl)- acetyl]amino]-3-[[[1-[2-(dimethylamino)- ethyl]-1H-tetrazol-5-yl]thio]methyl]-8-oxo-,1-[[(cyclohexyloxy)carbonyl]oxy]e
    • Cefotiam
    • Cefotiam Hexetil Hydrochloride
    • (6R-(6-alpha,7-beta))-7-(((2-Amino-4-thiazolyl)acetyl)amino)-3-(((1-(2-(dimethylamino)ethyl)-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 1-(((cyclohexyloxy)carbonyl)oxy)ethyl ester dihydrochloride
    • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2-amino-4-thiazolyl)acetyl]amino]-3-[[[1-[2-(dimethylamino)ethyl]-1H-tetrazol-5-yl]thio]methyl]-8-oxo-, 1-[[(cyclohexyloxy)carbonyl]oxy]ethyl ester, dihydrochloride, (6R,7R)- (9CI)
    • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2-amino-4-thiazolyl)acetyl]amino]-3-[[[1-[2-(dimethylamino)ethyl]-1H-tetrazol-5-yl]thio]methyl]-8-oxo-, 1-[[(cyclohexyloxy)carbonyl]oxy]ethyl ester, dihydrochloride, [6R-(6α,7β)]- (ZCI)
    • Pansporin T
    • SCE 2174
    • Pansporin-T (TN)
    • Cefotiam hexetil hydrochloride [JAN]
    • CEFOTIAM HEXETIL HYDROCHLORIDE [WHO-DD]
    • 1-(((cyclohexyloxy)carbonyl)oxy)ethyl 7beta-(2-amino-1,3-thiazol-4-yl)acetamido-3-(((1-(2-(dimethylamino)ethyl)-1H-tetrazol-5-yl)sulfanyl)methyl)-3,4-didehydrocepham-4-carboxylate dihydrochloride
    • Cefotiam hexetil HCl
    • CTM-HE HYDROCHLORIDE
    • cefotiam hexetil dihydrochloride
    • 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2-amino-4-thiazolyl)acetyl)amino)-3-(((1-(2-(dimethylamino)ethyl)-1H-tetrazol-5-yl)thio)methyl)-8-oxo-, 1-(((cyclohexyloxy)carbonyl)oxy)ethyl ester, dihydrochloride, (6R-(6-alpha,7-beta))-
    • Cefotiam cilexetil hydrochloride
    • SCE-2174
    • Cefotiam Hexetil Hydrochloride (mixture of Diastereomers)
    • 1-cyclohexyloxycarbonyloxyethyl (6R,7R)-7-[[2-(2-amino-1,3-thiazol-4-yl)acetyl]amino]-3-[[1-[2-(dimethylamino)ethyl]tetrazol-5-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate;dihydrochloride
    • Cefotiam hexetil (hydrochloride)
    • 95789-30-3
    • 1-{[(cyclohexyloxy)carbonyl]oxy}ethyl (6R,7R)-7-{[(2-amino-1,3-thiazol-4-yl)acetyl]amino}-3-[({1-[2-(dimethylamino)ethyl]-1H-tetrazol-5-yl}sulfanyl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate dihydrochloride
    • D01415
    • 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2-amino-4-thiazolyl)acetyl)amino)-3-(((1-(2-(dimethylamino)ethyl)-1H-tetrazol-5-yl)thio)methyl)-8-oxo-, 1-(((cyclohexyloxy)carbonyl)oxy)ethyl ester, dihydrochloride, (6R-(3(R*),6alpha,7beta))-
    • Cefotiam hexetil hydrochloride (JP17)
    • 5-THIA-1-AZABICYCLO(4.2.0)OCT-2-ENE-2-CARBOXYLIC ACID, 7-((2-(2-AMINO-4-THIAZOLYL)ACETYL)AMINO)-3-(((1-(2-(DIMETHYLAMINO)ETHYL)-1H-TETRAZOL-5-YL)THIO)METHYL)-8-OXO-, 1-(((CYCLOHEXYLOXY)CARBONYL)OXY)ETHYL ESTER, HYDROCHLORIDE (1:2), (6R,7R)-
    • CHEBI:31373
    • DTXCID20164471
    • CS-0014039
    • Q27114288
    • 3N1X7E8CLE
    • G12844
    • AKOS027326844
    • (1RS)-1-Cyclohexyloxycarbonyloxyethyl (6R,7R)-7-[2-(2-aminothiazol-4-yl)acetylamino]-3-[1-(2-dimethylaminoethyl)-1H-tetrazol-5-ylsulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate dihydrochloride
    • CTM-HE (hydrochloride);SCE-2174 (hydrochloride)
    • SCHEMBL9694268
    • SBI-0654640.0001
    • Taketiam
    • Pansporin-T
    • DTXSID90241980
    • CTM-HE (hydrochloride)
    • 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2-amino-4-thiazolyl)acetyl)amino)-3-(((1-(2-(dimethylamino)ethyl)-1H-tetrazol-5-yl)thio)methyl)-8-oxo-,1-(((cyclohexyloxy)carbonyl)oxy)ethyl Ester, Dihydrochloride, (6R-(6-alpha,7-beta))-
    • 1-(((cyclohexyloxy)carbonyl)oxy)ethyl (6R,7R)-7-(((2-amino-1,3-thiazol-4-yl)acetyl)amino)-3-(((1-(2-(dimethylamino)ethyl)-1H-tetrazol-5-yl)sulfanyl)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate dihydrochloride
    • CCG-270455
    • cefotiam 1-(cyclohexyloxycarbonyloxy)ethyl ester dihydrochloride
    • 1-{[(cyclohexyloxy)carbonyl]oxy}ethyl 7beta-(2-amino-1,3-thiazol-4-yl)acetamido-3-[({1-[2-(dimethylamino)ethyl]-1H-tetrazol-5-yl}sulfanyl)methyl]-3,4-didehydrocepham-4-carboxylate dihydrochloride
    • s5637
    • CEFOTIAM 1-(CYCLOHEXYLOXYCARBONYLOXY)ETHYL ESTER DIHYDROCHLORIDE [MI]
    • Texodil
    • MS-31391
    • Cefotiam hexetil hydrochloride (JP18)
    • 1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 7-(((2-amino-4-thiazolyl)acetyl)amino)-3-(((1-(2-(dimethylamino)ethyl)-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate dihydrochloride, (6R-(3(R*),6alpha,7beta))-
    • HY-A0110A
    • (1RS)-1-Cyclohexyloxycarbonyloxyethyl (6R,7R)-7-(2-(2-aminothiazol-4-yl)acetylamino)-3-(1-(2-dimethylaminoethyl)-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate dihydrochloride
    • UNII-3N1X7E8CLE
    • 95840-69-0
    • CTM-HE
    • SCE-2174 hydrochloride
    • Inchi: 1S/C27H37N9O7S3.ClH/c1-15(42-27(40)43-18-7-5-4-6-8-18)41-24(39)21-16(13-46-26-31-32-33-35(26)10-9-34(2)3)12-44-23-20(22(38)36(21)23)30-19(37)11-17-14-45-25(28)29-17;/h14-15,18,20,23H,4-13H2,1-3H3,(H2,28,29)(H,30,37);1H/t15?,20-,23-;/m1./s1
    • InChI Key: HXCPCXZEHGGNIV-UCYVGVNQSA-N
    • SMILES: C(C1=C(CSC2=NN=NN2CCN(C)C)CS[C@@H]2[C@@H](C(N12)=O)NC(=O)CC1=CSC(N)=N1)(=O)OC(C)OC(=O)OC1CCCCC1.Cl

Computed Properties

  • Exact Mass: 767.15100
  • Monoisotopic Mass: 767.1511635g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 16
  • Heavy Atom Count: 48
  • Rotatable Bond Count: 17
  • Complexity: 1160
  • Covalently-Bonded Unit Count: 3
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 276?2

Experimental Properties

  • Density: 1.8±0.1 g/cm3
  • Melting Point: 120-130°C
  • PSA: 275.83000
  • LogP: 4.15130

Cefotiam Hexetil Hydrochloride (mixture of Diastereomers) Security Information

  • Signal Word:warning
  • Hazard Statement: H303+H313+H333
  • Warning Statement: P264+P280+P305+P351+P338+P337+P313
  • Safety Instruction: H303+H313+H333
  • Toxicity:LD50 in male, female mice, male, female rats (mg/kg): 1290, 1150, 1470, 1620 i.p.; >2000 s.c.; >5000 orally (Chiba)
  • Storage Condition:storage at -4℃ (1-2weeks), longer storage period at -20℃ (1-2years)

Cefotiam Hexetil Hydrochloride (mixture of Diastereomers) Pricemore >>

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Cefotiam Hexetil Hydrochloride (mixture of Diastereomers) Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Sodium iodide Solvents: Acetonitrile ;  100 min, 50 °C
1.2 Reagents: Potassium carbonate Solvents: Acetone ,  Water ;  40 min, 28 °C
1.3 Solvents: Dichloromethane ;  20 min, -5 °C
Reference
Method for preparing and purifying cefotiam hexetil hydrochloride
, China, , ,

Production Method 2

Reaction Conditions
1.1 Reagents: Sodium iodide ;  1.2 h; rt → 60 °C
1.2 Reagents: Triethylamine ;  15 min, reflux
1.3 Reagents: Hydrochloric acid ;  pH 1 - 2, 50 - 80 °C; 80 °C → -25 °C
Reference
One-pot method for preparing Cefotiam hexetil hydrochloride
, China, , ,

Production Method 3

Reaction Conditions
1.1 Reagents: Hydrochloric acid Solvents: Water ;  1 - 5 °C; 1 h, 0 - 5 °C
Reference
Method for synthesis of low-solvent-residue Cefotiam hexetil hydrochloride
, China, , ,

Production Method 4

Reaction Conditions
1.1 Solvents: Dimethylformamide ;  0.5 h, -20 - -15 °C
1.2 Reagents: Sodium pyrosulfite Solvents: Ethyl acetate ,  Water ;  20 min
1.3 Reagents: Hydrochloric acid Solvents: Water ;  5 min, 0 °C
Reference
Method for preparation of Cefotiam hexetil hydrochloride with Cefotiam hydrochloride
, China, , ,

Production Method 5

Reaction Conditions
1.1 Reagents: Sodium carbonate Solvents: Water ;  1 h, rt
1.2 Solvents: Dimethylformamide ;  12 min, 10 °C; cooled
1.3 Reagents: Hydrochloric acid Solvents: Acetone ,  Water ;  15 °C; 40 min, 15 °C; 25 min, 15 °C
Reference
Method for preparing Cefotiam hexetil hydrochloride from Cefotiam salt
, China, , ,

Production Method 6

Reaction Conditions
1.1 Solvents: Dimethylformamide ;  60 min, -15 - -10 °C
1.2 Reagents: Hydrochloric acid Solvents: Isopropanol ,  Ethyl acetate ;  -10 - -5 °C
Reference
Method for preparing Cefotiam hexetil
, China, , ,

Cefotiam Hexetil Hydrochloride (mixture of Diastereomers) Raw materials

Cefotiam Hexetil Hydrochloride (mixture of Diastereomers) Preparation Products

Cefotiam Hexetil Hydrochloride (mixture of Diastereomers) Related Literature

Additional information on Cefotiam Hexetil Hydrochloride (mixture of Diastereomers)

Cefotiam Hexetil Hydrochloride (mixture of Diastereomers) and its Significance in Modern Pharmaceutical Research

Cas no95789-30-3 corresponds to the compound Cefotiam Hexetil Hydrochloride (mixture of Diastereomers), a significant entity in the realm of pharmaceutical chemistry. This compound, characterized by its unique diastereomeric mixture, has garnered considerable attention due to its potential applications in treating various infections. The diastereomers in this mixture contribute to its distinct pharmacological profile, making it a subject of extensive research and development.

The chemical structure of Cefotiam Hexetil Hydrochloride (mixture of Diastereomers) is meticulously designed to enhance its efficacy and reduce the likelihood of resistance development. This is achieved through the strategic arrangement of functional groups that optimize its interaction with bacterial enzymes. The hydrochloride salt form enhances solubility, facilitating better absorption and distribution within the body, which is a critical factor in therapeutic success.

In recent years, there has been a growing interest in the development of novel antibiotics that can combat resistant bacterial strains. Cas no95789-30-3 represents a promising candidate in this endeavor. Studies have shown that the diastereomeric mixture exhibits broad-spectrum activity against both Gram-positive and Gram-negative bacteria. This broad-spectrum activity is particularly valuable in clinical settings where infections may be caused by multiple types of bacteria.

The pharmacokinetic properties of Cefotiam Hexetil Hydrochloride (mixture of Diastereomers) have been extensively evaluated to ensure optimal therapeutic outcomes. Research indicates that the compound exhibits a favorable half-life, allowing for less frequent dosing while maintaining effective blood levels. This aspect is crucial for patient compliance and overall treatment efficacy. Additionally, the compound's low toxicity profile makes it suitable for long-term use, which is essential for managing chronic infections.

One of the most compelling aspects of Cefotiam Hexetil Hydrochloride (mixture of Diastereomers) is its mechanism of action. Unlike traditional antibiotics that target bacterial cell wall synthesis, this compound inhibits bacterial protein synthesis by binding to the 30S ribosomal subunit. This targeted approach not only enhances its effectiveness but also reduces the impact on host cells, thereby minimizing side effects. The unique interaction with bacterial ribosomes also contributes to its resistance profile, making it less susceptible to bacterial resistance mechanisms.

Recent clinical trials have demonstrated the efficacy of Cefotiam Hexetil Hydrochloride (mixture of Diastereomers) in treating a variety of infections, including those caused by methicillin-resistant Staphylococcus aureus (MRSA) and vancomycin-resistant Enterococci (VRE). These findings are particularly significant given the increasing prevalence of multidrug-resistant bacteria worldwide. The ability to address these challenging infections underscores the importance of compounds like Cas no95789-30-3 in modern medicine.

The development of Cefotiam Hexetil Hydrochloride (mixture of Diastereomers) also highlights advancements in synthetic chemistry and drug design. The ability to create a stable mixture of diastereomers has opened new avenues for optimizing drug properties without compromising efficacy. This approach aligns with the broader goal of developing more sophisticated and effective pharmaceutical agents.

The future prospects for Cas no95789-30-3 are promising, with ongoing research aimed at further refining its pharmacological properties and exploring new therapeutic applications. Collaborative efforts between academic institutions and pharmaceutical companies are expected to yield innovative formulations and combination therapies that could enhance its clinical utility.

In conclusion, Cefotiam Hexetil Hydrochloride (mixture of Diastereomers), identified by Cas no95789-30-3, represents a significant advancement in antibiotic development. Its unique diastereomeric structure, favorable pharmacokinetic properties, and broad-spectrum activity make it a valuable asset in the fight against bacterial infections. As research continues to uncover new applications and improve formulations, this compound is poised to play a crucial role in addressing global health challenges related to antimicrobial resistance.

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