Skip Navigation
ChemIDplus Lite•Browse•Advanced

Substance Name: Nateglinide [USAN:USP:INN:BAN]
RN: 105816-04-4
UNII: 41X3PWK4O2
InChIKey: OELFLUMRDSZNSF-BRWVUGGUSA-N

Note

  • A phenylalanine and cyclohexane derivative that acts as a hypoglycemic agent by stimulating the release of insulin from the pancreas. It is used in the treatment of TYPE 2 DIABETES.

Molecular Formula

  • C19-H27-N-O3

Molecular Weight

  • 317.4263
 

Classification Codes

  • Antidiabetic used in the Treatment of Type II Diabetes Mellitus
  • Drug / Therapeutic Agent
  • Hypoglycemic Agents
  • Reproductive Effect

Names and Synonyms

Name of Substance

  • Nateglinide
  • Nateglinide [USAN:USP:INN:BAN]

MeSH Heading

  • Nateglinide

Synonyms

  • (-)-N-(trans-4-Isopropylcyclohexanecarbonyl)-D-phenylalanine
  • A 4166
  • A-4166
  • AY 4166
  • AY-4166
  • AY4166
  • D-Phenylalanine, N-((trans-4-(1-methylethyl)cyclohexyl)carbonyl)-
  • DJN 608
  • Fastic
  • Nateglinide
  • NSC 758695
  • SDZ DJN 608
  • SDZ-DJN 608
  • Starlix
  • Starsis
  • trans-N-((4-(1-Methylethyl)cyclohexyl)carbonyl)-D-phenylalanine
  • Trazec
  • UNII-41X3PWK4O2

Systematic Name

  • D-Phenylalanine, N-((4-(1-methylethyl)cyclohexyl)carbonyl)-, trans-

Registry Numbers

CAS Registry Number

  • 105816-04-4

FDA UNII

  • 41X3PWK4O2

System Generated Number

  • 0105816044

Structure Descriptors

InChI

InChI=1S/C19H27NO3/c1-13(2)15-8-10-16(11-9-15)18(21)20-17(19(22)23)12-14-6-4-3-5-7-14/h3-7,13,15-17H,8-12H2,1-2H3,(H,20,21)(H,22,23)/t15-,16-,17-/m1/s1

InChIKey

OELFLUMRDSZNSF-BRWVUGGUSA-N

Smiles

CC(C)[C@@H]1CC[C@H](CC1)C(=O)N[C@H](Cc2ccccc2)C(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD oral > 2gm/kg (2000mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 25(Suppl,
rat LD oral > 2gm/kg (2000mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)		 Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 25(Suppl,