105365-76-2

Basic information

• Product Name: 4-(7-hydroxy-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-ylamino)benzonitrile
• Synonyms: 4-(7-hydroxy-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-ylamino)benzonitrile;4-(7-hydroxy-6,7-dihydro-5H-cyclopenta[d]pyriMidin-4-ylaMino)ben;4-(4-Cyanoanilino)-5,6-dihydro-7-hydroxy-7H-cyclopenta[d]pyrimidine;4-[(6,7-dihydro-7-hydroxy-5H-cyclopentapyrimidin-4-yl)amino]Benzonitrile;4-(4-Cyanoanilino)-6,7-dihydro-7-hydroxy-5H-cyclopenta[d]pyrimidine
• CAS NO: 105365-76-2
• Molecular Formula: C14H12N4O
• Molecular Weight: 252.27128
• Product Categories: Heterocycles
• Mol File: 105365-76-2.mol
• Article Data: 1

Chemical Properties

• Melting Point: 260-262 °C (decomp)(Solv: ethanol (64-17-5))
• Boiling Point: 483.6 °C at 760 mmHg
• Flash Point: 246.3 °C
• Appearance: /
• Density: 1.39 g/cm³
• Vapor Pressure: 3.64E-10mmHg at 25°C
• Refractive Index: 1.682
• PKA: 13.04±0.20(Predicted)
• CAS DataBase Reference: 4-(7-hydroxy-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-ylamino)benzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(7-hydroxy-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-ylamino)benzonitrile(105365-76-2)
• EPA Substance Registry System: 4-(7-hydroxy-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-ylamino)benzonitrile(105365-76-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 105365-76-2(Hazardous Substances Data)

Usage

Description

4-(7-hydroxy-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-ylamino)benzonitrile is a chemical compound with a unique molecular structure that features a cyclopenta[d]pyrimidine core and a benzonitrile group. It is characterized by its selective and reversible inhibition of monoamine oxidase-A (MAO-A), a key enzyme involved in the metabolism of neurotransmitters.
Used in Pharmaceutical Industry:
4-(7-hydroxy-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-ylamino)benzonitrile is used as a selective and reversible inhibitor of MAO-A for potential application towards clinical depression and anxiety treatments. Its ability to modulate neurotransmitter levels by inhibiting MAO-A makes it a promising candidate for the development of novel therapeutic agents for the treatment of mood disorders.
Used in Neurotransmitter Regulation:
4-(7-hydroxy-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-ylamino)benzonitrile is used as a neuromodulator for the regulation of neurotransmitter levels in the brain. By selectively inhibiting MAO-A, it can help maintain optimal levels of neurotransmitters such as serotonin, norepinephrine, and dopamine, which play crucial roles in mood regulation and cognitive function.
Used in Drug Development:
4-(7-hydroxy-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-ylamino)benzonitrile is used as a lead compound in drug development for the treatment of mood disorders. Its unique structure and mechanism of action provide a foundation for the design and synthesis of new molecules with improved potency, selectivity, and pharmacokinetic properties, potentially leading to more effective and safer treatments for depression and anxiety.

InChI:InChI=1/C14H12N4O/c15-7-9-1-3-10(4-2-9)18-14-11-5-6-12(19)13(11)16-8-17-14/h1-4,8,12,19H,5-6H2,(H,16,17,18)

Relevant articles and documents

Cyclopenta[d]pyrimidine derivatives and use as antidepressants

Compounds of formula (I): STR1 (wherein R1 and R2 are hydroxy, alkoxy, aryloxy or acyloxy or R2 is hydrogen, R3 is hydrogen or alkyl and R4 and R5 are hydrogen or various organic substituen