34654-81-4

Basic information

• Product Name: 6-[(3-chloropropyl)amino]-1,3-dimethyluracil
• Synonyms: 2,4(1H,3H)-Pyrimidinedione,6-[(3-chloropropyl)amino]-1,3-dimethyl-;6-(3-chloropropyl)amino-1.3-dimethuracil;6-[(3-Chloropropyl)amino]-1,3-dimethyluracil;6-(3-Chloro-propylamino)-1, 3- dimethyl- 1H-pyrimidine-2, 4-dione;Urapidil IMpurity 1;1,3-dimethyl-6-(3-Chloropropylamino) uracil;Laura's main chain
• CAS NO: 34654-81-4
• Molecular Formula: C₉H₁₄ClN₃O₂
• Molecular Weight: 231.68
• EINECS: 252-129-9
• Product Categories: API intermediates;Amines;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 34654-81-4.mol
• Article Data: 2

Chemical Properties

• Melting Point: 156.0 to 160.0 °C
• Boiling Point: 342.9 °C at 760 mmHg
• Flash Point: 161.2 °C
• Appearance: /
• Density: 1.29 g/cm³
• Vapor Pressure: 7.31E-05mmHg at 25°C
• Refractive Index: 1.56
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 3.14±0.20(Predicted)
• CAS DataBase Reference: 6-[(3-chloropropyl)amino]-1,3-dimethyluracil(CAS DataBase Reference)
• NIST Chemistry Reference: 6-[(3-chloropropyl)amino]-1,3-dimethyluracil(34654-81-4)
• EPA Substance Registry System: 6-[(3-chloropropyl)amino]-1,3-dimethyluracil(34654-81-4)

Safety Data

• Hazardous Substances Data: 34654-81-4(Hazardous Substances Data)

Usage

Description

6-[(3-chloropropyl)amino]-1,3-dimethyluracil is a chemical compound that is identified as an impurity in the pharmaceutical drug Urapidil (U815400). It is characterized by its specific molecular structure, which includes a uracil core with a 3-chloropropylamine group attached at the 6th position and two methyl groups at the 1st and 3rd positions.

Uses

Used in Pharmaceutical Industry:
6-[(3-chloropropyl)amino]-1,3-dimethyluracil is used as an impurity in the production of Urapidil (U815400), a drug with vasodilatory and central antihypertensive effects. The presence of this compound in Urapidil is significant for quality control and safety assessments, as it may affect the drug's efficacy, safety profile, and overall pharmaceutical quality.

InChI:InChI=1/C9H14ClN3O2/c1-12-7(11-5-3-4-10)6-8(14)13(2)9(12)15/h6,11H,3-5H2,1-2H3

Upstream product

• 34654-80-3 1,3-dimethyl-6-(3-hydroxy-propyl)amino uracil 
• 6972-27-6 1,3-Dimethyl-6-chlorouracil 
• 14753-26-5 3-chloropropan-1-amine 

Downstream Products

• 298698-90-5 6-({3-[4-(3,4-Dichlorophenoxy)-1-piperidinyl]propyl}amino)-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione 
• 34661-75-1 urapidil 

Relevant articles and documents

Preparation method of 6-(3-chloropropyl)amino-1,3-dimethyluracil

The invention belongs to the technical field of drug synthesis processes, and provides a preparation method of 6-(3-chloropropyl)amino-1,3-dimethyluracil. 6-(3-hydroxypropyl)amino-1,3-dimethyluracil is used as a raw material, and 6-(3-chloropropyl)amino-1,3-dimethyluracil is obtained by chlorination with thionyl chloride. According to the reaction, thionyl chloride is directly used as a reaction reagent and solvent, the yield can reach 85% or above, the highest yield can reach 90% or above, and the highest purity can reach 98% or above. Compared with the prior art, the method has the advantages that the yield and the purity are obviously improved, the post-treatment is convenient, the post-treatment solvent can be recycled, and more importantly, the use of 1,2-dichloroethane which is carcinogenic and harmful to human and environment is avoided. When the method is used for synthesizing an antihypertensive drug urapidil, not only are the types of solvents reduced, but also the analysis of a 1,2-dichloroethane residual solvent in the drug quality analysis is avoided, and the method is a green and safe preparation method which is very suitable for industrial production.