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361442-04-8

Basic Information
CAS No.: 361442-04-8
Name: Saxagliptin
Molecular Structure:
Molecular Structure of 361442-04-8 (Saxagliptin)
Formula: C18H25N3O2
Molecular Weight: 315.41
Synonyms: 2-Azabicyclo(3.1.0)hexane-3-carbonitrile, 2-((2S)-amino(3-hydroxytricyclo(3.3.1.13,7)dec-1-yl)acetyl) , (1S,3S,5S)-;(1S,3S,5S)-2-[(2S)-2-Amino-2-(3-hydroxyadamantan-1-yl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile;(1S,3S,5S)-2-[(2S)-2-amino-2-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile;2-azabicyclo[3.1.0]hexane-3-carbonitrile, 2-[(2S)-2-amino-2-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)acetyl]-, (1S,3S,5S)-;
EINECS: 1308068-626-2
Density: 1.35 g/cm3
Melting Point:
Boiling Point: 548.7 °C at 760 mmHg
Flash Point: 285.6 °C
Solubility:
Appearance: White powder
Hazard Symbols:
Risk Codes: 28-38-41-48
Safety: 24/25-26-28-36/37/39
Transport Information:
PSA: 90.35000
LogP: 1.79618
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Specification

The CAS registry number of Saxagliptin is 361442-04-8. The IUPAC name is (1S,3S,5S)-2-[(2S)-2-amino-2-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile. In addition, the molecula formula is C18H25N3O2 and the molecular weight is 315.41. It is a putative antidiabetic agent for treating type 2 diabetes. And it can inhibit DPP4 protein.

Physical properties about this chemical are: (1)ACD/LogP: -0.14; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -2.73; (4)ACD/LogD (pH 7.4): -1.04; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 2.51; (9)#H bond acceptors: 5; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 56.57 Å2; (13)Index of Refraction: 1.64; (14)Molar Refractivity: 84.16 cm3; (15)Molar Volume: 233.6 cm3; (16)Polarizability: 33.36 ×10-24cm3; (17)Surface Tension: 68.3 dyne/cm; (18)Density: 1.35 g/cm3; (19)Flash Point: 285.6 °C; (20)Enthalpy of Vaporization: 95.22 kJ/mol; (21)Boiling Point: 548.7 °C at 760 mmHg; (22)Vapour Pressure: 2.51E-14 mmHg at 25°C.

Preparation of Saxagliptin: it can be prepared by N-Boc-3-hydroxyadamantylglycine and methanoprolineamide with EDC. The prolineamide moiety is subsequently dehydrated with trifluoroacetic anhydride to give the cyanide as the trifluoracetate ester, which is hydrolyzed.

Saxagliptin can be prepared by N-Boc-3-hydroxyadamantylglycine and methanoprolineamide with EDC

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(N1[C@H](C#N)C[C@@H]2C[C@H]12)[C@@H](N)C35CC4CC(C3)CC(O)(C4)C5
(2)InChI: InChI=1/C18H25N3O2/c19-8-13-2-12-3-14(12)21(13)16(22)15(20)17-4-10-1-11(5-17)7-18(23,6-10)9-17/h10-15,23H,1-7,9,20H2/t10?,11?,12-,13+,14+,15-,17?,18?/m1/s1
(3)InChIKey: QGJUIPDUBHWZPV-SGTAVMJGBR