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Postion:Product Catalog >API>Synthetic Anti-infective Drugs>Sulfonamides and synergist>Trimethoprim
Trimethoprim
  • Trimethoprim

Trimethoprim

Price $1
Package 1KG
Min. Order: 1G
Supply Ability: 100KG
Update Time: 2019-07-06

Product Details

Product Name: Trimethoprim CAS No.: 738-70-5
Min. Order: 1G Purity: 98%
Supply Ability: 100KG Release date: 2019/07/06

AD68

Trimethoprim Basic information
Pyrimethamine class antibacterial agents Side effects Chemical Properties Uses Production methods
Product Name: Trimethoprim
Synonyms: TRIMETOPRIM;TRIMETHOPRIM;TRIMETHORPIM;2,4-diamino-5-(3,4,5-trimethoxybenzyl)-pyrimidin;2,4-Pyrimidinediamine, 5-[(3,4,5-trimethoxyphenyl)methyl]-;5-((3,4,5-trimethoxyphenyl)-methyl)-4-pyrimidinediamine;5-(3,4,5-Trimethoxybenzyl)-2,4-pyrimidinediamine;Bactramin
CAS: 738-70-5
MF: C14H18N4O3
MW: 290.32
EINECS: 212-006-2
Product Categories: Pharmaceutical;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals;Peptide Synthesis/Antibiotics;TRIMPEX;antibiotic;Broad-spectrum antibacterials;API;Thiophenes
Mol File: 738-70-5.mol
Article illustration
 
Trimethoprim Chemical Properties
Melting point  199-203 °C
Boiling point  432.41°C (rough estimate)
density  1.1648 (rough estimate)
refractive index  1.6000 (estimate)
storage temp.  2-8°C
solubility  DMSO: soluble
form  white powder
pka 6.6(at 25℃)
color  colorless or white
Water Solubility  <0.1 g/100 mL at 24 ºC
Merck  14,9709
Stability: Stable. Incompatible with strong oxidizing agents, acids.
CAS DataBase Reference 738-70-5(CAS DataBase Reference)
NIST Chemistry Reference Trimethoprim(738-70-5)
EPA Substance Registry System 2,4-Pyrimidinediamine, 5-[(3,4,5-trimethoxyphenyl) methyl]-(738-70-5)
 
Safety Information
Hazard Codes  T
Risk Statements  25
Safety Statements  45-24/25
RIDADR  3249
WGK Germany  3
RTECS  UV8225000
8-10-21
HazardClass  6.1(b)
PackingGroup  III
HS Code  29335995
Hazardous Substances Data 738-70-5(Hazardous Substances Data)
Toxicity LD50 orally in mice: 7000 mg/kg (Yamamoto)
Trimethoprim Usage And Synthesis
Pyrimethamine class antibacterial agents Trimethoprim is a lipophilic and weak alkaline pyrimethamine class bacteriostatic agent. It is a white or almost white crystalline powder, odorless, bitter, and slightly soluble in chloroform, ethanol or and acetone, but almost insoluble in water and highly soluble in glacial acetic acid solution. It has an antibacterial spectrum which is similar with sulfa drugs, but with a strong antibacterial effect. It has a good effect on treating Escherichia coli, Proteus mirabilis, Klebsiella pneumoniae, Staphylococcus saprophyticus, and a variety of other gram-positive and negative bacteria. But it is ineffective against Pseudomonas aeruginosa infection. Its minimum inhibitory concentration is often less than 10 mg/L with using alone being easy to cause bacterial resistance, and thus it is generally not used alone, and mainly combined with sulfa drug to form compound preparation for clinical treatment of urinary tract infections, intestinal infections, respiratory infections, dysentery, enteritis, typhoid fever, meningitis, otitis media, meningitis, sepsis and soft tissue infections. It has an effect on treating typhoid and paratyphoid effect which is not less than ampicillin; It can also be combined with long-acting sulfa drugs for prevention and treatment of drug-resistant falciparum malaria.
The basic principle of anti-bacterial of trimethoprim is to interfere with folate metabolism in bacteria. The main mechanism of action is the selective inhibition of the activity of dihydrofolate reductase in bacteria so that dihydrofolate can’t be reduced to tetrahydrofolate. Since the synthesis of folic acid is the main part of a nucleic acid biosynthesis, and therefore the product prevents bacterial nucleic acids and proteins synthesis. Moreover, the binding affinity of trimethoprim (TMP) to bacterial dihydrofolate reductase enzyme is five times as strong as that to the mammalian dihydrofolate reductase. The combination between it with sulfa drugs can cause dual blockage to the folic acid biosynthesis metabolism of bacteria so that there is a synergistic effect which will enhance the antibacterial activity of sulfa drugs, and can turn antibacterial effect to bactericidal effect which reduce the drug-resistant strains. In addition, the product can also enhance the antibacterial effects of a variety of other antibiotics (such as tetracycline, gentamicin).
Side effects Trimethoprim (referred to as the TMP) has a low toxicity with commonly used dose causing rare cases of adverse reactions. Since the product can interfere with folate metabolism which may cause patients’ suffer from some adverse reactions of blood systems such as anemia, leukopenia and thrombocytopenia. This is commonly observed in cases of overdose or long duration of application. Therefore, during the treatment, it is necessary to regularly check blood condition. This product has the maximum daily dosage being lower than 0.5g with continuous medication time being less than one week. Upon blood system adverse reaction, the patient can orally administrate folic acid preparation for treatment. This product is not suitable to be simultaneously combined with anticancer drugs, antiepileptic drugs and other folic acid antagonists used; the combination between TMP and SMZ or SD even can cause crystallization of urine. Other adverse reactions also include mild skin rash and gastrointestinal reactions.
Chemical Properties White crystalline powder, odorless, bitter taste. Melting point: 199-203 °C. It is insoluble in water, ether, benzene, and slightly soluble in chloroform, methanol, highly soluble in acetic acid.
Uses 1. It can be used as a synergistic antimicrobial drugs; it can also be used for treating bacterial infections and coccidiosis in poultry. 
2. It is a novel orally administrated broad-spectrum antibiotics. It has a similar antibacterial spectrum with sulfa drugs but with a stronger potency. It is effective in treating a variety of Gram positive and negative bacteria. Since the bacteria is easy to evolve drug resistance to this product, it is not suitable to be used alone as an antimicrobial drug. The combination between trimethoprim and sulfa drugs can enhance the antibacterial activity by several times to several dozens of times. The product is mainly used for being as the synergistic drugs for sulfonamide drugs with a general ratio of 1: 5 for usage. It can also be used as a veterinary drug for treatment of avian sepsis caused by Escherichia coli, salmonellosis, fowl typhoid, cholera, and respiratory system secondary bacterial infections. It can also be used for the treatment of coccidiosis.
3. Application: used as antibacterial synergistic drugs; treat respiratory tract infections, urinary tract infections and intestinal infections when being used alone.
The above information is edited by the chemicalbook of Dai xiongfeng.
Production methods Use Trimethoxybenzaldehyde as raw material; first condense with methoxypropionitrile to produce 3'4'5'-trimethoxy-2-cyano-3-methoxy-propene; and cyclized together with guanidine nitrate in the presence of methanol/sodium methoxide.
Chemical Properties Crystalline
Uses anti-inflammatory
Uses An antibacterial agent which selectively inhibits dihydrofolate reductase.
General Description Odorless white powder. Bitter taste.
Air & Water Reactions Insoluble in water.
Reactivity Profile Trimethoprim readily forms salts with acids. .
Fire Hazard Flash point data for Trimethoprim are not available. Trimethoprim is probably combustible.
 

Company Profile Introduction

Established in 2014,Career Henan Chemical Co. is a manufacturerspecializing in the sale of fine chemicals. Mainly deals in the sales of: Pharmaceutical intermediates OLED intermediates: Pharmaceutical intermediates; OLED intermediates;

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  • Address: No.967,15th Floor,Unit 7, Building 1, No.70 of DianChang Road, High-tech Development Zone, Zhengzho
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