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glicaramide

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glicaramide

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Glicaramide (SQ-65993) is an orally bioavailable anti-diabetic medication. It has a similar potency as glibenclamide (glyburide) in the class of medication known as sulfonylureas. Its structure is similar since it has a cyclic acyl group which replaces the latter's 2-methoxy-5-chlorobenzyl. Same as glibenclamide, it is classified as a second-generation sulfonylurea. It may have more pronounced extra-pancreatic effects than glibenclamide or tolbutamide.

Chemical data

Formula
C30H42N6O5S
Molecular weight
598.8 g/mol
IUPAC name
N-[2-[4-(cyclohexylcarbamoylsulfamoyl)phenyl]ethyl]-1-ethyl-3-methyl-4-(3-methylbutoxy)pyrazolo[3,4-b]pyridine-5-carboxamide
SMILES
CCN1C2=NC=C(C(=C2C(=N1)C)OCCC(C)C)C(=O)NCCC3=CC=C(C=C3)S(=O)(=O)NC(=O)NC4CCCCC4
InChIKey
DIBGLVNSPMMGHO-UHFFFAOYSA-N
XLogP
5.4
Polar surface area
153 Ų
H-bond donors
3
H-bond acceptors
7
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 2
Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
598.294
Show 3 more facts
chemical formula
C₃₀H₄₂N₆O₅S
canonical SMILES
CCN1C2=NC=C(C(=C2C(=N1)C)OCCC(C)C)C(=O)NCCC3=CC=C(C=C3)S(=O)(=O)NC(=O)NC4CCCCC4
Commons category
Glicaramide
Sources (2)

via Wikidata · CC0

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Encyclopedic overview

2 sections
Contents
  • See also
  • References

Glicaramide (SQ-65993) is an orally bioavailable anti-diabetic medication. It has a similar potency as glibenclamide (glyburide) in the class of medication known as sulfonylureas. Its structure is similar since it has a cyclic acyl group which replaces the latter's 2-methoxy-5-chlorobenzyl. Same as glibenclamide, it is classified as a second-generation sulfonylurea. It may have more pronounced extra-pancreatic effects than glibenclamide or tolbutamide.

== See also == Glibenclamide

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

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