147249-42-1

Basic information

• Product Name: 2-Aminomethyl-3,4-Dichloro-Phenylamine
• Synonyms: 2-Aminomethyl-3,4-dichlorophenylamine;2-(AMinoMethyl)-3,4-dichloroaniline
• CAS NO: 147249-42-1
• Molecular Formula: C₇H₈Cl₂N₂
• Molecular Weight: 191.06
• Mol File: 147249-42-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 337.6 °C at 760 mmHg
• Flash Point: 158 °C
• Appearance: /
• Density: 1.408 g/cm³
• Vapor Pressure: 0.000104mmHg at 25°C
• Refractive Index: 1.637
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility: Chloroform (Slightly, Heated), Methanol (Slightly)
• PKA: 8.76±0.10(Predicted)
• CAS DataBase Reference: 2-Aminomethyl-3,4-Dichloro-Phenylamine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Aminomethyl-3,4-Dichloro-Phenylamine(147249-42-1)
• EPA Substance Registry System: 2-Aminomethyl-3,4-Dichloro-Phenylamine(147249-42-1)

Safety Data

• Hazardous Substances Data: 147249-42-1(Hazardous Substances Data)

Usage

Description

2-Aminomethyl-3,4-Dichloro-Phenylamine is an organic compound with the molecular formula C7H7Cl2N. It is characterized by the presence of an aminomethyl group, two chlorine atoms, and a phenylamine structure. 2-Aminomethyl-3,4-Dichloro-Phenylamine is known for its reactivity and is commonly utilized in the synthesis of various pharmaceutical compounds.

Uses

Used in Pharmaceutical Industry:
2-Aminomethyl-3,4-Dichloro-Phenylamine is used as a synthetic reagent for the production of 3-Hydroxyanagrelide, a derivative of Anagrelide (A637300). Anagrelide is a medication prescribed for the treatment of thrombocythemia, a condition characterized by an abnormally high platelet count in the blood. The compound plays a crucial role in the synthesis process, enabling the development of effective treatments for this medical condition.

InChI:InChI=1/C7H8Cl2N2/c8-5-1-2-6(11)4(3-10)7(5)9/h1-2H,3,10-11H2

Upstream product

• 2112-22-3 2,3-dichloro-6-nitrobenzonitrile 
• 147249-41-0 2,3-dichloro-6-aminobenzonitrile 

Downstream Products

• 444904-63-6 RL 603 
• 875467-37-1 C₁₄H₁₅Cl₂N₃O₃ 
• 327602-34-6 2-amino-5,6-dichloro-3,4-dihydroquinazoline hydrogen bromide 

Relevant articles and documents

Synthesis and stability of 3-hydroxyanagrelide, a biologically potent metabolite of anagrelide

Metabolism of 6,7-dichloro-1,5-dihydroimidazo[2,1-b]quinazolin- 2-one (anagrelide), a drug for treating essential thrombocythemia, gives 6,7-dichloro-3-hydroxy-1,5-dihydroimidazo[2,1-b]quinazolin-2-one (3-hydroxyanagrelide) and 2-amino-5,6-dichloro-3,4-dihydroquinazoline. To enable the properties of 3-hydroxyanagrelide to be fully evaluated, the racemic compound has been synthesized. In pH 7.4 aqueous buffer 3-hydroxyanagrelide readily equilibrates with an isomer, 6,7-dichloro-1-hydroxy-3,5- dihydroimidazo[1,2-a]- quinazolin-2-one, and is also hydrolyzed to 2-amino-5,6-dichloro-3,4-dihydroquinazoline. 3-Hydroxyanagrelide (half-life 40 hours) was the dominant species at equilibrium and it was concluded that the equilibration and decomposition are sufficiently slow that published assays of 3-hydroxyanagrelide are reliable.

2-amino-5,6-dichloro-3,4-dihydroquinazoline, its method of making and using and pharmaceutical compositions thereof

The compound 2-amino-5,6-dichloro-3,4-dihydroquinazoline has been found to have enhanced platelet count reducing properties. Also provided are methods for synthetically making the compound and a method of reducing the platelet count in a patient by administering to the patient a platelet reducing effective amount of the compound preferably together with a pharmaceutically acceptable carrier. A pharmaceutical composition is also provided which contains the above compound as the active ingredient together with pharmaceutically acceptable excipients.