Saxagliptin hydrate

Basic Information

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CAS Number

945667-22-1

Molecular Formula

C18H27N3O3

Molecular Weight

17.03 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Nitriles

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

SMILES

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C1C2CC2N(C1C#N)C(=O)C(C34CC5CC(C3)CC(C5)(C4)O)N.O

InChI

InChI=1S/H3N/h1H3

InChIKey

QGZKDVFQNNGYKY-UHFFFAOYSA-N

LogP

0.16199999999999998

Topological Polar Surface Area

35.0 Å²

Hydrogen Bond Donor/Acceptor

3 / 1

Complexity

609

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

Saxagliptin hydrate
(1S,3S,5S)-2-[(2S)-2-amino-2-(3-hydroxy-1-adamantyl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile,hydrate
SAXAGLIPTIN MONOHYDRATE
BMS 477118 hydrate
BMS-477118 hydrate
Onglyza
(1S,3S,5S)-2-[(2S)-2-Amino-2-(3-hydroxytricyclo[3.3.1.1(3,7)]dec-1-yl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile hydrate
(1R,3R,5R)-2-[(2R)-2-Amino-2-(3-hydroxy-1-adamantyl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile
Saxagliptin monohydrate
NSC 760407
AS-75156
CHEMBL2103745
(1S,3S,5S)-2-((2S)-Amino(3-hydroxytricyclo(3.3.1.13,7)dec-1-yl)acetyl)2- azabicyclo(3.1.0)hexane-3-carbonitrile monohydrate
BMS-477118
BMS477118
UNII-9GB927LAJW
AKOS024462870
SAXAGLIPTIN [MART.]
SAXAGLIPTIN MONOHYDRATE [MI]
SAXAGLIPTIN HYDRATE [JAN]
SAXAGLIPTIN MONOHYDRATE [WHO-DD]
(1S,3S,5S)-2-[(2S)-2-amino-2-(3-hydroxy-1-adamantyl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile;hydrate
Q27139483
Saxagliptin (hydrate)
AFNTWHMDBNQQPX-NHKADLRUSA-N
(1S,3S,5S)-2-((2S)-Amino(3-hydroxytricyclo(3.3.1.13,7)dec-1-yl)acetyl)2-azabicyclo(3.1.0)hexane-3-carbonitrile monohydrate
(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 hydrate
(1S,3S,5S)-2-[(2S)-2-amino-2-(3-hydroxyadamantan-1-yl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile--water (1/1)
BMS-477118-11
2-AZABICYCLO(3.1.0)HEXANE-3-CARBONITRILE, 2-((2S)-2-AMINO-2-(3-HYDROXYTRICYCLO(3.3.1.1(SUP 3,7))DEC-1-YL)ACETYL)-, HYDRATE (1:1), (1S,3S,5S)-
2-Azabicyclo(3.1.0)hexane-3-carbonitrile, 2-((2S)-2-amino-2-(3-hydroxytricyclo(3.3.1.13,7)dec-1-yl)acetyl)-, hydrate (1:1), (1S,3S,5S)-

MDL Number

MFCD26131254

FAQ

What are the physical and chemical properties of Saxagliptin hydrate (CAS: 945667-22-1)?

Saxagliptin hydrate is a white to off-white crystalline powder. It has a molecular weight of approximately 464.6 g/mol and a solubility of about 47 mg/mL in water. It is moderately reactive with strong acids and bases. The compound is stable under normal storage conditions but should be protected from moisture and light.

How is Saxagliptin hydrate (CAS: 945667-22-1) typically synthesized?

Saxagliptin hydrate is synthesized via a multi-step process involving key steps such as the reduction of an aldehyde, followed by protection of the hydroxyl group, cyclization, and subsequent deprotection. The final step involves the formation of the hydrate form, which is achieved by crystallization from water. The overall yield is around 70-75%.

What industries use Saxagliptin hydrate (CAS: 945667-22-1)?

Saxagliptin hydrate is primarily used in the pharmaceutical industry for the production of the diabetes drug Tradjenta. It is also of interest in academia and research for studying its effects on glucose regulation and for potential use in other pharmacological applications.

What precautions should be taken when handling Saxagliptin hydrate (CAS: 945667-22-1)?

When handling Saxagliptin hydrate, it is important to wear appropriate personal protective equipment (PPE) such as gloves and safety goggles. It should be stored in a cool, dry place away from direct sunlight. If a spill occurs, it should be cleaned up with caution using appropriate spill kits and disposing of the waste properly. Always refer to the Material Safety Data Sheet (MSDS) for detailed safety information.