Cefotiam

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Cefotiam are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Cefotiam?

The molecule Cefotiam presents a molecular formula of C18H23N9O4S3 and its IUPAC name is (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-carboxylic acid.

Cefotiam is a cephalosporin antibiotic that is used to treat a variety of bacterial infections. It belongs to a class of drugs known as beta-lactams, which work by inhibiting the synthesis of the bacterial cell wall..

Cefotiam was first synthesized in the 1970s and was introduced for clinical use in the 1980s. It is a broad-spectrum antibiotic, meaning it is effective against a wide range of bacteria, including both gram-positive and gram-negative species..

One of the main advantages of cefotiam is its ability to penetrate the bacterial cell wall and reach the site of infection. It is also highly stable in the presence of beta-lactamases, enzymes produced by bacteria that can break down other beta-lactam antibiotics. This makes cefotiam a useful option for treating infections caused by resistant bacteria..

Cefotiam is available in various formulations, including tablets, capsules, and injectable solutions. It is usually taken orally or administered intravenously, depending on the severity of the infection and the patient's overall health. The recommended dosage and duration of treatment will vary depending on the specific infection being treated..

Like all antibiotics, cefotiam can have side effects. The most common side effects include nausea, diarrhea, and allergic reactions. In rare cases, cefotiam can cause serious side effects such as seizures, kidney damage, and anaphylaxis. It is important to follow the instructions of a healthcare provider when taking cefotiam and to report any adverse reactions to the prescribing doctor..

In summary, cefotiam is a cephalosporin antibiotic that is used to treat a variety of bacterial infections. It is effective against a wide range of bacteria and has a high stability in the presence of beta-lactamases. Cefotiam is available in various formulations and is usually taken orally or administered intravenously. It can have side effects, but these are generally rare and can be managed with the guidance of a healthcare provider..

Cefotiam is a cephalosporin antibiotic that is used to treat a variety of bacterial infections. It belongs to a class of drugs known as beta-lactams, which work by inhibiting the synthesis of the bacterial cell wall..

Cefotiam was first synthesized in the 1970s and was introduced for clinical use in the 1980s. It is a broad-spectrum antibiotic, meaning it is effective against a wide range of bacteria, including both gram-positive and gram-negative species..

One of the main advantages of cefotiam is its ability to penetrate the bacterial cell wall and reach the site of infection. It is also highly stable in the presence of beta-lactamases, enzymes produced by bacteria that can break down other beta-lactam antibiotics. This makes cefotiam a useful option for treating infections caused by resistant bacteria..

Cefotiam is available in various formulations, including tablets, capsules, and injectable solutions. It is usually taken orally or administered intravenously, depending on the severity of the infection and the patient's overall health. The recommended dosage and duration of treatment will vary depending on the specific infection being treated..

Like all antibiotics, cefotiam can have side effects. The most common side effects include nausea, diarrhea, and allergic reactions. In rare cases, cefotiam can cause serious side effects such as seizures, kidney damage, and anaphylaxis. It is important to follow the instructions of a healthcare provider when taking cefotiam and to report any adverse reactions to the prescribing doctor..

Summary

From all the above, this molecule is a cephalosporin antibiotic that is used to treat a variety of bacterial infections. It is effective against a wide range of bacteria and has a high stability in the presence of beta-lactamases. Cefotiam is available in various formulations and is usually taken orally or administered intravenously. It can have side effects, but these are generally rare and can be managed with the guidance of a healthcare provider..

3D structure

Cartesian coordinates

Geometry of Cefotiam in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Cefotiam QYQDKDWGWDOFFU-IUODEOHRSA-N chemical compound 2D structure molecule svg
Cefotiam

 

Molecule descriptors

 
IUPAC name(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-carboxylic acid
InChI codeInChI=1S/C18H23N9O4S3/c1-25(2)3-4-26-18(22-23-24-26)34-7-9-6-32-15-12(14(29)27(15)13(9)16(30)31)21-11(28)5-10-8-33-17(19)20-10/h8,12,15H,3-7H2,1-2H3,(H2,19,20)(H,21,28)(H,30,31)/t12-,15-/m1/s1
InChI KeyQYQDKDWGWDOFFU-IUODEOHRSA-N
SMILESCN(C)CCn1nnnc1SCC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)Cc3csc(N)n3)[C@H]2SC1

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (6R,7R)-7-(2-(2-aminothiazol-4-yl)acetamido)-3-((1-(2-(dimethylamino)ethyl)-1H-tetrazol-5-ylthio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • (6R,7R)-7-[2-(2-Amino-thiazol-4-yl)-acetylamino]-3-[1-(2-dimethylamino-ethyl)-1H-tetrazol-5-ylsulfanylmethyl]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • (6R,7R)-7-[2-(2-amino-1,3-thiazol-4-yl)acetamido]-3-[({1-[2-(dimethylamino)ethyl]-1H-1,2,3,4-tetrazol-5-yl}sulfanyl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • (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-carboxylic acid
  • (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-carboxylic acid
  • (6R,7R)-7-{[(2-amino-1,3-thiazol-4-yl)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
  • 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-, (6R-trans)-
  • 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-, (6R,7R)-
  • 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-,(6R,7R)-
  • 61622-34-2
  • 622C342
  • 66309-69-1
  • 7beta-(2-amino-1,3-thiazol-4-yl)acetamido-3-[({1-[2-(dimethylamino)ethyl]-1H-tetrazol-5-yl}sulfanyl)methyl]-3,4-didehydrocepham-4-carboxylic acid
  • 7beta-(2-imino-4-thiazolin-4-yl)acetamido-3-{1-[2-(N,N-dimethylamino)ethyl]-1H-tetrazol-5-yl}thiomethyl-3-cephem-4-carboxylic acid
  • 7beta-[ 2-(2-aminothiazol-4-yl) acetamido]-3-[1-(2-dimethylaminoethyl)-1H-tetrazol-5-yl]thiomethyl-3-cephem-4-carboxylic acid
  • 91W6Z2N718
  • AB00514684
  • Aspil
  • BDBM50485561
  • BPBio1_000379
  • BSPBio_000343
  • C21544
  • CGP 14221E
  • CS-0009630
  • CTM
  • Cefotiam
  • Cefotiam (INN)
  • Cefotiam,(S)
  • Cefotiamum
  • Ceradon
  • D07648
  • DB00229
  • HY-B0734
  • J-700162
  • J01DC07
  • NCGC00179594-01
  • Prestwick0_000482
  • Prestwick1_000482
  • Prestwick2_000482
  • Prestwick3_000482
  • Q3009984
  • SR-01000841230
  • SR-01000841230-2
  • cefotiam

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC3830445
  • UNII-91W6Z2N718
  • BRD-K02275692-003-03-4
  • DTXSID6022763
  • CHEMBL1296
  • CHEBI:355510
  • SPBio_002264
  • SCHEMBL149538
  • SCHEMBL11224134

Physico-Chemical properties

IUPAC name(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-carboxylic acid
Molecular formulaC18H23N9O4S3
Molecular weight525.628
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity130.62
LogP0.3
Topological polar surface area251.3

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.