Amprolium Hydrochloride CAS 137-88-2
Introduction:Basic information about Amprolium Hydrochloride CAS 137-88-2, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Amprolium Hydrochloride Basic information
| Product Name: | Amprolium Hydrochloride |
| 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: | 137-88-2 |
| MF: | C14H20Cl2N4 |
| MW: | 315.24 |
| EINECS: | 205-307-5 |
| Product Categories: | API;Antiparasitic |
| Mol File: | 137-88-2.mol |
Amprolium Hydrochloride Chemical Properties
| Melting point | 239.0 to 243.0 °C |
| storage temp. | Inert atmosphere,Room Temperature |
| solubility | Methanol (Slightly), Water (Slightly) |
| form | Powder |
| color | White to Off-white |
| BRN | 4118699 |
| InChI | InChI=1S/C14H19N4.2ClH/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);2*1H/q+1;;/p-1 |
| InChIKey | PJBQYZZKGNOKNJ-UHFFFAOYSA-M |
| SMILES | C1(C=NC(CCC)=NC=1N)C[N+]1C=CC=CC=1C.Cl.[Cl-] |
| CAS DataBase Reference | 137-88-2(CAS DataBase Reference) |
| EPA Substance Registry System | Amprolium hydrochloride (137-88-2) |
Safety Information
| Hazard Codes | Xn |
| Risk Statements | 20/21/22-36/37/38 |
| Safety Statements | 22-24/25-36-26 |
| WGK Germany | 3 |
| RTECS | TJ7565000 |
| HS Code | 29335995 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Resp. Sens. 1 Skin Sens. 1 |
| Description | Amprolium is a thiamine analog and antiprotozoal agent that interferes with thiamine metabolism and inhibits carbohydrate synthesis. It competitively inhibits thiamine uptake by E. tenella schizonts and by chick host intestinal cells (Kis = 7.6 and 326 μM, respectively). It also inhibits hexose formation and pentose utilization ex vivo in isolated lysed rat erythrocytes and in liver, kidney, heart, and intestinal tissue homogenates following dietary administration. Amprolium (1,000 ppm in feed) inhibits oocyst output and sporulation of Eimeria maxima, E. brunetti, and E. acervulina in infected chicks. It also decreases lesion and oocyst scores and mortality of E. tenella-infected chicks following dietary administration of a 125 ppm dose. Amprolium (100 μM) induces apoptosis in PC12 rat adrenal cells and increases the level of cleaved caspase-3. Formulations containing amprolium have been used as coccidiostats in poultry processing. |
| Chemical Properties | Crystalline powder |
| Uses | Coccidiostatic;Thiamine transport inhibitor |
| Uses | 1-(4-Amino-2-n-propyl-5-pyrimidinylmethyl)-2-methylpyridinium Chloride is an antiparasytic drug used in the veterinary industry. In addition the compound shows anticoccidial activity. |
| Uses | Thiamine analog coccidiostat. |
| Definition | MeSH: Amprolium Hydrochloride is a veterinary coccidiostat that interferes with thiamine metabolism. |
| Contact allergens | Amprolium is an antiprotozoal agent used for the preventionof coccidiosis in poultry. |
| Veterinary Drugs and Treatments | Amprolium has good activity against Eimeria tenella and E. acervulinain poultry and can be used as a therapeutic agent for theseorganisms. It only has marginal activity or weak activityagainst E. maxima, E. mivati, E. necatrix, or E. brunetti. It is often used incombination with other agents (e.g., ethopabate) to improve controlagainst those organisms. In cattle, amprolium has approval for the treatment and preventionof E. bovis and E. zurnii in cattle and calves. Amprolium has been used in dogs, swine, sheep, and goats for thecontrol of coccidiosis, although there are no approved products inthe USA for these species. |
| References | [1] JAMES S. Thiamine uptake in isolated schizonts of Eimeria tenella and the inhibitory effects of amprolium.[J]. Parasitology, 1980, 80 2: 313-322. DOI: 10.1017/s0031182000000779 [2] BRIN M. The antithiamine effects of amprolium in rats on tissue transketolase activity[J]. Toxicology and applied pharmacology, 1964, 6 4: Pages 454-458. DOI: 10.1016/s0041-008x(64)80012-0 [3] L P JOYNER C C N. The anticoccidial effects of amprolium, dinitolmide and monensin against Eimeria maxima, E, brunetti and E. acervulina with particular reference to oocyst sporulation.[J]. Parasitology, 1977, 75 2: 155-164. DOI: 10.1017/s0031182000062296 [4] R. Z. ABBAS. Anticoccidial activity of hydrochloric acid (HCl) against Eimeria tenella in broiler chickens[J]. Pesquisa Veterinaria Brasileira, 2011, 11 1: 425-429. DOI: 10.1590/s0100-736x2011000500010 [5] S. CHORNYY N C J Parkhomenko. Thiamine deficiency caused by thiamine antagonists triggers upregulation of apoptosis inducing factor gene expression and leads to caspase 3-mediated apoptosis in neuronally differentiated rat PC-12 cells.[J]. Acta biochimica Polonica, 2007, 54 2 1: 315-322. DOI: 10.18388/abp.2007_3252 |
