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Revision as of 14:14, 7 August 2011 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{drugbox}} (no changed fields - added verified revid - updated 'DrugBank_Ref', 'ChEBI_Ref') per Chem/Drugbox validation (report errors or [[u← Previous edit Revision as of 23:59, 30 August 2011 edit undoBogBot (talk | contribs)Bots53,132 edits populated new fields in {{drugbox}} and reordered per bot approval. Report errors and suggestions to User_talk:BogBotNext edit →
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{{drugbox {{Drugbox
| verifiedrevid = 443509780 | verifiedrevid = 443509780
| IUPAC_name = (6''R'',7''R'')-7-{<br>amino}-3-{<br>sulfanylmethyl}-8-oxo-5-thia-1-azabicyclo<br>oct-2-ene-2-carboxylic acid | IUPAC_name = (6''R'',7''R'')-7-{<br>amino}-3-{<br>sulfanylmethyl}-8-oxo-5-thia-1-azabicyclo<br>oct-2-ene-2-carboxylic acid
| image = Cefotiam.svg | image = Cefotiam.svg
| width = 250 | width = 250

<!--Clinical data-->
| tradename =
| Drugs.com = {{drugs.com|international|cefotiam}}
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
| pregnancy_US = <!-- A / B / C / D / X -->
| pregnancy_category =
| legal_AU = <!-- Unscheduled / S2 / S4 / S8 -->
| legal_UK = <!-- GSL / P / POM / CD -->
| legal_US = <!-- OTC / Rx-only -->
| legal_status =
| routes_of_administration = ], intramuscular

<!--Pharmacokinetic data-->
| bioavailability = 60% (])
| protein_bound = 40%
| metabolism = Nil
| elimination_half-life = Approximately 1 hour
| excretion = ]

<!--Identifiers-->
| CASNo_Ref = {{cascite|correct|CAS}} | CASNo_Ref = {{cascite|correct|CAS}}
| CAS_number = 61622-34-2
| ATC_prefix = J01
| ATC_suffix = DC07
| ATC_supplemental =
| PubChem = 43708
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = APRD00855
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 39831 | ChemSpiderID = 39831
| UNII_Ref = {{fdacite|correct|FDA}} | UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 91W6Z2N718 | UNII = 91W6Z2N718
| KEGG_Ref = {{keggcite|correct|kegg}}
| InChI = 1/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
| KEGG = D07648
| smiles = O=C2N1/C(=C(\CS12NC(=O)Cc3nc(sc3)N)CSc4nnnn4CCN(C)C)C(=O)O
| ChEBI_Ref = {{ebicite|correct|EBI}}
| InChIKey = QYQDKDWGWDOFFU-IUODEOHRBO
| ChEBI = 355510
| ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 1296 | ChEMBL = 1296

<!--Chemical data-->
| C=18 | H=23 | N=9 | O=4 | S=3
| molecular_weight = 525.631 g/mol
| smiles = O=C2N1/C(=C(\CS12NC(=O)Cc3nc(sc3)N)CSc4nnnn4CCN(C)C)C(=O)O
| InChI = 1/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
| InChIKey = QYQDKDWGWDOFFU-IUODEOHRBO
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 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 | StdInChI = 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
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = QYQDKDWGWDOFFU-IUODEOHRSA-N | StdInChIKey = QYQDKDWGWDOFFU-IUODEOHRSA-N
| CAS_number = 61622-34-2
| ATC_prefix = J01
| ATC_suffix = DC07
| ATC_supplemental =
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 355510
| PubChem = 43708
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = APRD00855
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D07648
| C = 18 | H = 23 | N = 9 | O = 4 | S = 3
| molecular_weight = 525.631 g/mol
| bioavailability = 60% (])
| protein_bound = 40%
| metabolism = Nil
| elimination_half-life = Approximately 1 hour
| excretion = ]
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
| pregnancy_US = <!-- A / B / C / D / X -->
| pregnancy_category =
| legal_AU = <!-- Unscheduled / S2 / S4 / S8 -->
| legal_UK = <!-- GSL / P / POM / CD -->
| legal_US = <!-- OTC / Rx-only -->
| legal_status =
| routes_of_administration = ], intramuscular
}} }}
'''Cefotiam''' is a second-generation ] ]. '''Cefotiam''' is a second-generation ] ].

Revision as of 23:59, 30 August 2011

Pharmaceutical compound
Cefotiam
Clinical data
AHFS/Drugs.comInternational Drug Names
Routes of
administration
Intravenous, intramuscular
ATC code
Pharmacokinetic data
Bioavailability60% (intramuscular)
Protein binding40%
MetabolismNil
Elimination half-lifeApproximately 1 hour
ExcretionRenal
Identifiers
IUPAC name
  • (6R,7R)-7-{
    amino}-3-{
    sulfanylmethyl}-8-oxo-5-thia-1-azabicyclo
    oct-2-ene-2-carboxylic acid
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.205.922 Edit this at Wikidata
Chemical and physical data
FormulaC18H23N9O4S3
Molar mass525.631 g/mol g·mol
3D model (JSmol)
SMILES
  • O=C2N1/C(=C(\CS12NC(=O)Cc3nc(sc3)N)CSc4nnnn4CCN(C)C)C(=O)O
InChI
  • InChI=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
  • Key:QYQDKDWGWDOFFU-IUODEOHRSA-N
  (verify)

Cefotiam is a second-generation cephalosporin antibiotic.

External links

  • Müller R, Böttger C, Wichmann G (2003). "Suitability of cefotiam and cefuroxime axetil for the perioperative short-term prophylaxis in tonsillectomy patients". Arzneimittelforschung. 53 (2): 126–32. PMID 12642969.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  • Kolben M, Mandoki E, Ulm K, Freitag K (2001). "Randomized trial of cefotiam prophylaxis in the prevention of postoperative infectious morbidity after elective cesarean section". Eur J Clin Microbiol Infect Dis. 20 (1): 40–2. doi:10.1007/s100960000365. PMID 11245321.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  • Shimizu S, Chen K, Miyakawa S (1996). "Cefotiam-induced contact urticaria syndrome: an occupational condition in Japanese nurses". Dermatology. 192 (2): 174–6. doi:10.1159/000246352. PMID 8829507.{{cite journal}}: CS1 maint: multiple names: authors list (link)
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