137-88-2

Basic information

• Product Name: 1-([4-Amino-2-propyl-5-pyrimidinyl]methyl)-2-methylpyridinium chloride
• Synonyms: 2-picolinium,1-((4-amino-2-propyl-5-pyrimidinyl)methyl)-,chloride,monohydroc;amprol;amprol25;amprol25percent;mepyrium;pyridinium,1-((4-amino-2-propyl-5-pyrimidinyl)methyl)-2-methyl-,chloride,m;5-[(6-METHYLPYRIDIN-1-YL)METHYL]-2-PROPYL-PYRIMIDIN-4-AMINE CHLORIDE HYDROCHLORIDE;AMPROLIUM HCL
• CAS NO: 137-88-2
• Molecular Formula: C₁₄H₁₉N₄*ClH*Cl
• Molecular Weight: 315.24
• EINECS: 205-307-5
• Product Categories: API;Antiparasitic
• Mol File: 137-88-2.mol
• Article Data: 0

Chemical Properties

• Melting Point: 239.0 to 243.0 °C
• Appearance: White to Off-white/Powder
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Methanol (Slightly), Water (Slightly)
• BRN: 4118699
• CAS DataBase Reference: 1-([4-Amino-2-propyl-5-pyrimidinyl]methyl)-2-methylpyridinium chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 1-([4-Amino-2-propyl-5-pyrimidinyl]methyl)-2-methylpyridinium chloride(137-88-2)
• EPA Substance Registry System: 1-([4-Amino-2-propyl-5-pyrimidinyl]methyl)-2-methylpyridinium chloride(137-88-2)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-24/25-36-26
• WGK Germany: 3
• RTECS: TJ7565000
• Hazardous Substances Data: 137-88-2(Hazardous Substances Data)

Usage

Description

1-([4-Amino-2-propyl-5-pyrimidinyl]methyl)-2-methylpyridinium chloride, also known as Amprolium, is a thiamine analog and antiprotozoal agent. It is a crystalline powder that interferes with thiamine metabolism and inhibits carbohydrate synthesis. Amprolium competitively inhibits thiamine uptake and has shown to induce apoptosis in certain cell lines. It is used in various applications, particularly in the veterinary and pharmaceutical industries.

Uses

Used in Veterinary Industry:
1-([4-Amino-2-propyl-5-pyrimidinyl]methyl)-2-methylpyridinium chloride is used as an antiparasitic drug for the treatment of coccidiosis in poultry. It exhibits anticoccidial activity by inhibiting the growth and development of Eimeria parasites, which cause the disease.
Used in Poultry Processing:
1-([4-Amino-2-propyl-5-pyrimidinyl]methyl)-2-methylpyridinium chloride is used as a coccidiostat in the poultry industry to prevent and control coccidiosis. Formulations containing amprolium are added to the feed of chickens to reduce the impact of Eimeria parasites on their health and productivity.
Used as a Thiamine Transport Inhibitor:
1-([4-Amino-2-propyl-5-pyrimidinyl]methyl)-2-methylpyridinium chloride is used as a thiamine transport inhibitor, blocking the uptake of thiamine by certain cells and disrupting their metabolism. This property has potential applications in the development of new therapeutic strategies for various diseases.

Veterinary Drugs and Treatments

Amprolium has good activity against Eimeria tenella and E. acervulina in poultry and can be used as a therapeutic agent for these organisms. It only has marginal activity or weak activity against E. maxima, E. mivati, E. necatrix, or E. brunetti. It is often used in combination with other agents (e.g., ethopabate) to improve control against those organisms. In cattle, amprolium has approval for the treatment and prevention of E. bovis and E. zurnii in cattle and calves. Amprolium has been used in dogs, swine, sheep, and goats for the control of coccidiosis, although there are no approved products in the USA for these species.

InChI:InChI=1/C14H19N4.ClH/c1-3-6-13-16-9-12(14(15)17-13)10-18-8-5-4-7-11(18)2;/h4-5,7-9H,3,6,10H2,1-2H3,(H2,15,16,17);1H/q+1;