Tolazamid

Tolazamid
Data klinis
Nama dagangTolinase
AHFS/Drugs.commonograph
MedlinePlusa682482
License data
Kategori
kehamilan
  • AU: C
Rute
pemberian		Oral
Kode ATC
Status hukum
Status hukum
Data farmakokinetika
Bioavailabilitas?
Metabolismedimetabolisme di hati menjadi metabolit aktif
Waktu paruh eliminasi7 jam
EkskresiGinjal (85%) dan feses (7%)
Pengenal
  • N-[(azepan-1-ilamino)karbonil]-4-metilbenzenasulfonamida
Nomor CAS
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.013.262 Sunting di Wikidata
Data sifat kimia dan fisik
RumusC14H21N3O3S
Massa molar311,40 g·mol−1
Model 3D (JSmol)
  • O=S(=O)(c1ccc(cc1)C)NC(=O)NN2CCCCCC2
  • InChI=1S/C14H21N3O3S/c1-12-6-8-13(9-7-12)21(19,20)16-14(18)15-17-10-4-2-3-5-11-17/h6-9H,2-5,10-11H2,1H3,(H2,15,16,18) checkY
  • Key:OUDSBRTVNLOZBN-UHFFFAOYSA-N checkY
  (verify)

Tolazamid adalah obat penurun glukosa darah oral yang digunakan untuk penderita diabetes melitus tipe 2. Obat ini termasuk dalam golongan sulfonilurea (ATC A10BB).

Sintesis

Sintesis tolazemid:[1] U.S. Patent 3.063.903 GB 887886  DE 1196200 

para-Toluenasulfonamida diubah menjadi karbamatnya dengan etil kloroformat dengan adanya basa. Pemanasan zat antara tersebut dengan 1-amino-azepana menyebabkan perpindahan gugus etoksi dan pembentukan tolazemid:[1]

Referensi

  1. ^ a b Wright JB, Willette RE (July 1962). "Antidiabetic Agents. N4-Arylsulfonylsemicarbazides". Journal of Medicinal and Pharmaceutical Chemistry. 91 (4): 815–22. doi:10.1021/jm01239a016. PMID 14056414.

Pranala luar

  • "Tolazamide". Medline Plus. U.S. National Library of Medicine.

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