Ipragliflozine - Moligand™, ≥97% , Sodium/glucose cotransporter 2 inhibitor, CAS No.761423-87-4, Sodium/glucose cotransporter 2 inhibitor

CAS: 761423-87-4 Cat. No.: I177384 Formule: C₂₁H₂₁FO₅S Poids moléculaire: 404.45

GRADE & PURITY Moligand™, ≥97%

Synonyms

(1S)-1,5-Anhydro-1-c-[3-[(1-benzothiophen-2-yl)méthyl]-4-fluorophényl]-D-glucitol | MS-26796 | (2S,3R,4R,5S,6R)-2-{3-[(1-benzothiophen-2-yl)méthyl]-4-fluorophényl}-6-(hydroxyméthyl)oxane-3,4,5-triol | DB11698 | DTXSID701032738 | Ipragliflozin (INN) | sugl

Storage

Conserver à -20°C

Shipped In

Glacière + blocs de glace

Vue d’ensemble

L'ipragliflozine (ASP1941) est un inhibiteur très puissant et sélectif du SGLT2 avec une CI50 de 2,8 nM ; peu et pas de puissance pour le SGLT1/3/4/5/6. Valeur IC50 : 2,8 nM Cible : SGLT2 in vitro : L'ipragliflozine inhibe puissamment et sélectivement le SGLT2 chez l'homme, le rat et la souris à des gammes nanomolaires et présente une stabilité contre les glucosidases intestinales. in vivo : L'ipragliflozine présente de bonnes propriétés pharmacocinétiques après administration orale et augmente de manière dose-dépendante l'excrétion urinaire de glucose, ce qui dure plus de 12 heures chez les souris normales. L'administration orale d'ipragliflozine a augmenté l'excrétion urinaire de glucose de manière dose-dépendante, un effet qui était significatif à des doses de 0,3 mg/kg ou plus et qui a duré plus de 12 h. L'administration unique d'ipragliflozine a augmenté l'excrétion urinaire de glucose de manière dose-dépendante, a réduit la glycémie et les taux d'insuline plasmatique, et a amélioré l'intolérance au glucose.

Specifications

Synonymes

(1S)-1,5-Anhydro-1-c-[3-[(1-benzothiophen-2-yl)méthyl]-4-fluorophényl]-D-glucitol | MS-26796 | (2S,3R,4R,5S,6R)-2-{3-[(1-benzothiophen-2-yl)méthyl]-4-fluorophényl}-6-(hydroxyméthyl)oxane-3,4,5-triol | DB11698 | DTXSID701032738 | Ipragliflozin (INN) | sugl

Spécifications et pureté

Moligand™, ≥97%

Mécanismes biochimiques et physiologiques

Inhibiteur puissant et sélectif du cotransporteur sodium-glucose 2 (SGLT2). Augmente l'excrétion du glucose.

Conditions de stockage de stockage

Conserver à -20°C

Expédié en

Glacière + blocs de glace

Grade

Moligand™

Type d'action

INHIBITOR

Mécanisme d'action

Sodium/glucose cotransporter 2 inhibitor

Note

Dans la mesure du possible, les solutions doivent être préparées et utilisées le même jour. Toutefois, si vous devez préparer des solutions de base à l'avance, nous vous recommandons de les conserver sous forme d'aliquotes dans des flacons hermétiques à -20°C. Ces aliquotes sont généralement utilisables pendant un mois. En général, ces solutions peuvent être utilisées pendant un mois. Avant utilisation, et avant d'ouvrir le flacon, nous vous recommandons de laisser votre produit s'équilibrer à température ambiante pendant au moins 1 heure. Besoin de plus de conseils sur la solubilité, l'utilisation et la manipulation ? Veuillez consulter notre page de questions fréquemment posées (FAQ) pour plus de détails.

Pureté

≥97%

Propriétés du produit

• ALogP: 2.5

Noms et identifiants

• Pubchem Sid: 504765477
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504765477
• Sourires canoniques: C1=CC=C2C(=C1)C=C(S2)CC3=C(C=CC(=C3)C4C(C(C(C(O4)CO)O)O)O)F
• IUPAC Name: (2S,3R,4R,5S,6R)-2-[3-(1-benzothiophen-2-ylmethyl)-4-fluorophenyl]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChIKey: AHFWIQIYAXSLBA-RQXATKFSSA-N
• INCHI: 1S/C21H21FO5S/c22-15-6-5-12(21-20(26)19(25)18(24)16(10-23)27-21)7-13(15)9-14-8-11-3-1-2-4-17(11)28-14/h1-8,16,18-21,23-26H,9-10H2/t16-,18-,19+,20-,21+/m1/s1
• Isomères 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
• Poids moléculaire: 404.45
• Reaxy-Rn: 26010161
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=26010161&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Classe Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Glycosyl compounds
          • Level6 Phenolic glycosides

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Classe: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Glycosyl compounds
• Direct Parent: Phenolic glycosides
• Alternative Parents: Hexoses C-glycosyl compounds 1-benzothiophenes 2,3,5-trisubstituted thiophenes Fluorobenzenes Oxanes Aryl fluorides Heteroaromatic compounds Secondary alcohols Polyols Oxacyclic compounds Dialkyl ethers Primary alcohols Organofluorides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Phenolic glycoside - Hexose monosaccharide - C-glycosyl compound - 1-benzothiophene - Benzothiophene - 2,3,5-trisubstituted thiophene - Halobenzene - Fluorobenzene - Aryl fluoride - Monosaccharide - Aryl halide - Benzenoid - Monocyclic benzene moiety - Oxane - Heteroaromatic compound - Thiophene - Secondary alcohol - Oxacycle - Organoheterocyclic compound - Polyol - Dialkyl ether - Ether - Primary alcohol - Hydrocarbon derivative - Alcohol - Organofluoride - Organohalogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.
• 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

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Mécanismes d'action

Propriétés chimiques et physiques

• Solubilité: DMSO : ≥ 100 mg/mL (247.25 mM) H2O : < 0.1 mg/mL (insoluble)
• Poids moléculaire: 404.500 g/mol
• XLogP3: 2.500
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 404.109 Da
• Monoisotopic Mass: 404.109 Da
• Topological Polar Surface Area: 118.000 Ų
• Heavy Atom Count: 28
• Formal Charge: 0
• Complexity: 525.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• 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