5452-43-7

Basic information

• Product Name: 6-chloro-N4-cyclopentylpyrimidine-4,5-diamine
• Synonyms: 6-chloro-N4-cyclopentylpyrimidine-4,5-diamine;(5-amino-6-chloro-pyrimidin-4-yl)-cyclopentyl-amine;6-chloro-4-N-cyclopentylpyrimidine-4,5-diamine
• CAS NO: 5452-43-7
• Molecular Formula: C9H13ClN4
• Molecular Weight: 212.67932
• Mol File: 5452-43-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 388.9°Cat760mmHg
• Flash Point: 189°C
• Appearance: /
• Density: 1.378g/cm³
• Vapor Pressure: 2.97E-06mmHg at 25°C
• Refractive Index: 1.669
• CAS DataBase Reference: 6-chloro-N4-cyclopentylpyrimidine-4,5-diamine(CAS DataBase Reference)
• NIST Chemistry Reference: 6-chloro-N4-cyclopentylpyrimidine-4,5-diamine(5452-43-7)
• EPA Substance Registry System: 6-chloro-N4-cyclopentylpyrimidine-4,5-diamine(5452-43-7)

Safety Data

• Hazardous Substances Data: 5452-43-7(Hazardous Substances Data)

Usage

Structure

Pyrimidine derivative with a chloro group attached to the sixth carbon atom and a cyclopentyl group attached to the fourth and fifth nitrogen atoms in the pyrimidine ring

Uses

Commonly used in the pharmaceutical industry as a building block for the synthesis of drug candidates and other biologically active molecules

Value

Unique structure and chemical properties make it a valuable intermediate for the production of new chemical entities with potential therapeutic benefits

Applications

May have applications in other fields such as materials science and agrochemicals

InChI:InChI=1/C9H13ClN4/c10-8-7(11)9(13-5-12-8)14-6-3-1-2-4-6/h5-6H,1-4,11H2,(H,12,13,14)

Upstream product

• 5413-85-4 5-amino-4,6-dichloropyridimine 
• 1003-03-8 Cyclopentamine 
• 71-36-3 butan-1-ol 

Downstream Products

• 5444-81-5 6-chloro-9-cyclopentyl-9H-purine 

Relevant articles and documents

3,4-dichloroisothiazole heterocyclic purine derivatives as well as preparation method and application thereof

The invention provides a 3,4-dichloroisothiazole bipurine derivative as well as a preparation method and application thereof, and particularly relates to the 3,4-dichloroisothiazole bipurine derivative of which the chemical structural general formula is s

6-(alkylamino)-9-alkylpurines. A new class of potential antipsychotic agents

A series of 6-(alkylamino)-9-alkylpurines was synthesized and evaluated for the property of antagonizing the behavioral effects in animals of the dopamine agonist apomorphine. This model for identifying potential antipsychotic agents is based on the hypothesis that agents that antagonize apomorphine-induced aggressive behavior in rats and apomorphine-induced climbing in mice, but that do not block stereotyped behavior, could have an antipsychotic effect in humans without producing extrapyramidal side effects. The antiaggressive-behavior activity of lead compound 1 (6-(dimethylamino)- 9-(3-phenylalaninamidobenzyl)-9H-purine) was improved 48-fold with 6- (cyclopropylamino)-9-(cyclopropylmethyl)-2-(trifluoromethyl)-9H-purine (80) (po ED50 of 2 mg/kg), which was obtained through an iterative sequence of structure-activity relationship studies that encompassed evaluation of the effects of structure variations at the purine 9-, 6-, and 2-positions. Potency was enhanced with a 9-cyclopropyl group, the duration of action was improved with the 6-(cyclopropylamino) substituent, potency was further enhanced with an N-formyl prodrug, and an agent with reduced cardiovascular effect emerged with the 2-trifluoromethyl purine 80. This potential antipsychotic agent was not developed further due to undesirable effects on the stomach.