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ipragliflozin

Structure via PubChem · Public domain (PubChem)

EntityQ17193526· pop 6· linked from 152 articles

ipragliflozin

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Also known as C21H21FO5S

Ipragliflozin (INN, trade names Suglat) is a pharmaceutical drug for treatment of type 2 diabetes. Ipragliflozin, jointly developed by Astellas Pharma and Kotobuki Pharmaceutical, was approved in Japan on January 17, 2014, and in Russia on May 22, 2019.

Chemical data

Formula
C21H21FO5S
Molecular weight
404.5 g/mol
IUPAC name
(2S,3R,4R,5S,6R)-2-[3-(1-benzothiophen-2-ylmethyl)-4-fluorophenyl]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES
C1=CC=C2C(=C1)C=C(S2)CC3=C(C=CC(=C3)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)F
InChIKey
AHFWIQIYAXSLBA-RQXATKFSSA-N
XLogP
2.5
Polar surface area
118 Ų
H-bond donors
4
H-bond acceptors
7
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Approved
Molecule type
Small molecule
First approval
2013
Admin. routes
oral
Indications
diabetes mellitus, type 1 diabetes mellitus, type 2 diabetes mellitus

via ChEMBL · EBI

Wikidata facts

Mass
404.109
Show 5 more facts
chemical formula
C₂₁H₂₁FO₅S
isomeric SMILES
C1=CC=C2C(=C1)C=C(S2)CC3=C(C=CC(=C3)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)F
Commons category
Ipragliflozin
canonical SMILES
C1=CC=C2C(=C1)C=C(S2)CC3=C(C=CC(=C3)C4C(C(C(C(O4)CO)O)O)O)F
subject has role
gliflozins
Sources (2)

via Wikidata · CC0

~6 min read

Encyclopedic overview

5 sections
Contents
  • Clinical trials
  • Commercialization
  • Marketing
  • Intellectual Property
  • References

{{Infobox drug | drug_name = | IUPAC_name = (2S,3R,4R,5S,6R)-2-{3-[(1-benzothiophen-2-yl)methyl]-4-fluorophenyl}-6-(hydroxymethyl)oxane-3,4,5-triol | image = Ipragliflozin structure.svg | image_class = skin-invert-image | width = 275 | image2 = Haworth projection of ipragliflozin.svg | image_class2 = skin-invert-image | width2 = 225 | caption = Haworth projection (bottom)

| tradename = Suglat | Drugs.com = | MedlinePlus = | pregnancy_AU = | pregnancy_AU_comment = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_AU_comment = | legal_CA = | legal_NZ = | legal_UK = | legal_US_comment = Not available | legal_UN = | legal_status = Rx-only (JP) | routes_of_administration = By mouth (tablets)

Excerpted from Wikipedia’s “ipragliflozin” article, available under the CC BY-SA 4.0 licence.

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via Wikidata sitelinks · CC0