Nateglinide - Moligand™, ≥99% , CAS No.105816-04-4

CAS: 105816-04-4 Cat. No.: N129568 Formule: C₁₉H₂₇NO₃ Poids moléculaire: 317.43 Numéro CE: 642-283-9

GRADE & PURITY Moligand™, ≥99%

Synonyms

AKOS000268454 | DJN 608 | HY-B0422 | Nateglinide (Starlix) | Nateglinide impurity C [EP] | NATEGLINIDE [MI] | NC00148 | SCHEMBL303827 | 2,6-Diamino-4(3H)-pyrimidinone | n-(trans-4-Isopropylcylolohexylcarboxyl)-d-phenylpropylicacid | NSC-4918 | NSC-758695

Storage

Température ambiante

Shipped In

Normal

Vue d’ensemble

Le natéglinide est un agent sécrétagogue de l'insuline qui abaisse la glycémie en stimulant la sécrétion d'insuline par le pancréas. Il y parvient en fermant les canaux potassiques dépendants de l'ATP dans la membrane des cellules β. Cela dépolarise les cellules β et provoque l'ouverture des canaux calciques voltage-dépendants. L'afflux de calcium qui en résulte induit la fusion des vésicules contenant l'insuline avec la membrane cellulaire, et la sécrétion d'insuline se produit.
Un dérivé d'acide aminé qui stimule la sécrétion d'insuline

Specifications

Synonymes

AKOS000268454 | DJN 608 | HY-B0422 | Nateglinide (Starlix) | Nateglinide impurity C [EP] | NATEGLINIDE [MI] | NC00148 | SCHEMBL303827 | 2,6-Diamino-4(3H)-pyrimidinone | n-(trans-4-Isopropylcylolohexylcarboxyl)-d-phenylpropylicacid | NSC-4918 | NSC-758695

Spécifications et pureté

Moligand™, ≥99%

Mécanismes biochimiques et physiologiques

Bloqueur de Kir6 (KATP). Présente une sélectivité in vitro pour les canaux Kir6 de type cellule pancréatiqueβ par rapport aux canaux Kir6 cardiovasculaires ; présente une forte affinité pour les canaux SUR1/Kir6.2. Agent hypoglycémiant ; stimule la sécrét

Conditions de stockage de stockage

Température ambiante

Expédié en

Normal

Grade

Moligand™

Pureté

≥99%

Noms et identifiants

Pubchem Sid

488195310

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/488195310

Sourires canoniques

CC(C)C1CCC(CC1)C(=O)NC(CC2=CC=CC=C2)C(=O)O

IUPAC Name

(2R)-3-phenyl-2-[(4-propan-2-ylcyclohexanecarbonyl)amino]propanoic acid

InChIKey

OELFLUMRDSZNSF-OFLPRAFFSA-N

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

Isomères SMILES

CC(C)C1CCC(CC1)C(=O)N[C@H](CC2=CC=CC=C2)C(=O)O

WGK Allemagne

3

RTECS

SQ7318950

Poids moléculaire

317.43

Reaxy-Rn

25174477

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25174477&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Classe Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Phenylalanine and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Classe: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Phenylalanine and derivatives
• Alternative Parents: N-acyl-alpha amino acids Phenylpropanoic acids Monocyclic monoterpenoids Menthane monoterpenoids Aromatic monoterpenoids Amphetamines and derivatives Secondary carboxylic acid amides Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Phenylalanine or derivatives - N-acyl-alpha amino acid or derivatives - N-acyl-alpha-amino acid - 3-phenylpropanoic-acid - Amphetamine or derivatives - Aromatic monoterpenoid - P-menthane monoterpenoid - Monocyclic monoterpenoid - Monoterpenoid - Monocyclic benzene moiety - Benzenoid - Carboxamide group - Secondary carboxylic acid amide - Carboxylic acid - Monocarboxylic acid or derivatives - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Carbonyl group - Organopnictogen compound - Organic oxygen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylalanine and derivatives. These are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Propriétés chimiques et physiques

• Solubilité: Solvent:DMSO, Max Conc. mg/mL: 31.74, Max Conc. mM: 100
• Rotation spécifique [α]: -38° (C=1,0.1mol/L NaHO sol.)
• Poids moléculaire: 317.400 g/mol
• XLogP3: 3.200
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 317.199 Da
• Monoisotopic Mass: 317.199 Da
• Topological Polar Surface Area: 66.400 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 393.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1