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Preladenant

Preladenant structure

CAS No:
377727-87-2
Formula:
C25H29N9O3
Chemical Name:
Preladenant
Synonyms:
7H-Pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-5-amine,2-(2-furanyl)-7-[2-[4-[4-(2-methoxyethoxy)phenyl]-1-piperazinyl]ethyl]-;2-(2-Furanyl)-7-[2-[4-[4-(2-methoxyethoxy)phenyl]-1-piperazinyl]ethyl]-7H-pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-5-amine;Sch 420814;Preladenant
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

Description

Preladenant is a potent and competitive antagonist of the human adenosine A2A receptor with a Ki of 1.1 nM and has over 1000-fold selectivity over other adenosine receptors.

Preladenant has been used in trials studying the treatment of Brain Diseases, Parkinson Disease, Movement Disorders, Antipsychotic Agents, and Parkinsonian Disorders, among others.|Preladenant is an orally bioavailable antagonist of the adenosine A2A receptor (A2AR; ADORA2A), with potential immunomodulating and antineoplastic activities. Upon administration, preladenant selectively binds to and inhibits A2AR expressed on T-lymphocytes. This blocks tumor-released adenosine from interacting with A2AR and prevents the adenosine/A2AR-mediated inhibition of T-lymphocytes. This results in the proliferation and activation of T-lymphocytes, and stimulates a T-cell-mediated immune response against tumor cells. A2AR, a G protein-coupled receptor, is highly expressed on the cell surfaces of T-cells and, upon activation by adenosine, inhibits T-cell proliferation and activation. Adenosine is often overproduced by cancer cells and plays a key role in immunosuppression.

Preladenant Basic Attributes

Molecular Weight：

503.56

Exact Mass：

503.56

UNII：

950O97NUPO

DSSTox ID：

DTXSID90191219

NCI Thesaurus Code：

C76394

Characteristics

PSA：

125

XLogP3：

1.9

Density：

1.47±0.1 g/cm3(Predicted)

Safety Information

GHS Classification：

|Danger|H319 (77.78%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]|P201, P202, P260, P264, P270, P273, P280, P281, P305+P351+P338, P308+P313, P314, P337+P313, P391, P405, and P501|Aggregated GHS information provided by 45 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH Entry Terms：

2-(2-furanyl)-7-(2-(4-(4-(2-methoxyethoxy)phenyl)-1-piperazinyl)ethyl)-7H-pyrazolo(4,3-e)(1,2,4)triazolo(1,5-c)pyrimidine-5-amine

Preladenant Use and Manufacturing

A potent and selective antagonist at the adenosine A2A receptor. It is being researched as a potential treatment for Parkinson's disease.

Computed Properties

Molecular Weight:503.6
XLogP3:1.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:10
Rotatable Bond Count:9
Exact Mass:503.23933582
Monoisotopic Mass:503.23933582
Topological Polar Surface Area:125
Heavy Atom Count:37
Complexity:722
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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CAS No.: 377727-87-2

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CAS No.: 377727-87-2

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