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Basic information

  • Name:
  • Nateglinide

  • CAS No.:
  • 105816-04-4

  • Molecular Structure:
  • Formula:
  • C19H27NO3
  • Molecular Weight:
  • 317.43
  • Synonyms:
  • Nateglinide [INN];Fastic;trans-N-((4-(1-Methylethyl)cyclohexyl)carbonyl)-D-phenylalanine;A 4166;Starlix;Nateglinide(105816-04-4 );Nateglinide,105816-04-4;Starsis (TN);(2R)-3-phenyl-2-[[(1S,3S)-3-propan-2-ylcyclohexanecarbonyl]amino]propanoic acid;D-Phenylalanine,N-[[trans-4-(1-methylethyl)- cyclohexyl]carbonyl]-;Starsis;(-)-N-(trans-4-Isopropylcyclohexanecarbonyl)-D-phenylalanine;Nateglynide;Nateglinide intermediate;Nateglinide-H;AY 4166;D-Phenylalanine, N-((4-(1-methylethyl)cyclohexyl)carbonyl)-, trans-;
  • Density:
  • 1.104 g/cm3
  • Melting Point:
  • 137-141 °C
  • Boiling Point:
  • 527.6 °C at 760 mmHg
  • Flash Point:
  • 272.9 °C
  • Appearance:
  • white crystalline powder
  • Hazard Symbols:
  • HarmfulXn
  • Risk Codes:
  • 22
  • Safety Description:
  • 24/25-36 Details

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Specification

The CAS registry number of Nateglinide is 105816-04-4. The systematic name is N-{[trans-4-(propan-2-yl)cyclohexyl]carbonyl}-D-phenylalanine. In addition, the molecular formula is C19H27NO3 and the molecular weight is 317.42. What's more, it belongs to the meglitinide class of blood glucose-lowering drugs. It is a drug for the treatment of type 2 diabetes. And it can be used as an amino-acid derivative that stimulates insulin secretion. Besides, it also can be used as an antidiabetic.

Physical properties about this chemical are: (1)ACD/LogP: 2.35; (2)ACD/LogD (pH 5.5): 2; (3)ACD/LogD (pH 7.4): 1; (4)ACD/BCF (pH 5.5): 5; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 27; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 4; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 6; (11)Polar Surface Area: 66.4 Å2; (12)Index of Refraction: 1.536; (13)Molar Refractivity: 89.612 cm3; (14)Molar Volume: 287.347 cm3; (15)Polarizability: 35.525 ×10-24cm3; (16)Surface Tension: 44.58 dyne/cm; (17)Density: 1.105 g/cm3; (18)Flash Point: 272.869 °C; (19)Enthalpy of Vaporization: 84.443 kJ/mol; (20)Boiling Point: 527.578 °C at 760 mmHg.

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful if swallowed. During using it, wear suitable protective clothing and you should avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(N[C@H](Cc1ccccc1)C(O)=O)[C@H]2CC[C@@H](CC2)C(C)C
(2)InChI: InChI=1/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
(3)InChIKey: OELFLUMRDSZNSF-BRWVUGGUBB

The toxicity data is as follows:

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) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 25(Suppl,

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