60834-30-2
60834-30-2 structure
- Name: 5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidine-2,4-diamine hydrochloride
- Chemical Name: 5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidine-2,4-diamine,hydrochloride
- CAS Number: 60834-30-2
- Molecular Formula: C14H19ClN4O3
- Molecular Weight: 326.77900
- Catalog: Signaling Pathways Anti-infection Bacterial
- Create Date: 2017-08-16 12:30:45
- Modify Date: 2025-08-25 07:37:14
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Trimethoprim hydrochloride is a bacteriostatic antibiotic and an orally active dihydrofolate reductase inhibitor. Trimethoprim hydrochloride is active against a wide range of Gram-positive and Gram-negative aerobic bacteria. Trimethoprim hydrochloride has the potential for the research of urinary tract infections, Shigellosis and Pneumocystis pneumonia. Trimethoprim hydrochloride can inhibit infection of Influenza A virus in chick embryo when combinated with zinc[1][2][3][4].
| Name | 5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidine-2,4-diamine,hydrochloride |
|---|---|
| Synonyms |
Trimplex
UNII-9XE000OU9B Trimethoprim HCl 9XE000OU9B 5-((3,4,5-Trimethoxyphenyl)methyl)pyrimidine-2,4-diamine hydrochloride Trimplex 200 |
| Description | Trimethoprim hydrochloride is a bacteriostatic antibiotic and an orally active dihydrofolate reductase inhibitor. Trimethoprim hydrochloride is active against a wide range of Gram-positive and Gram-negative aerobic bacteria. Trimethoprim hydrochloride has the potential for the research of urinary tract infections, Shigellosis and Pneumocystis pneumonia. Trimethoprim hydrochloride can inhibit infection of Influenza A virus in chick embryo when combinated with zinc[1][2][3][4]. |
|---|---|
| Related Catalog | |
| Target |
Dihydrofolate reductase, Bacteria[1] Influenza A virus[4] |
| In Vitro | Trimethoprim interrupts folate metabolism by inhibition of the activity of dihydrofolase reductase (DHFR), which reduces dihydrofolate to tetrahydrofolate (THF)[1]. Trimethoprim (3 μg/mL; 1 h) induces protein aggregation and main heat shock proteins (Hsps) in E. coli cells, which indicates that Trimethoprim sulfate presence leads to protein misfolding[1]. Trimethoprim (1.5-3 μg/mL; 1 h) causes induction of DnaK, DnaJ, GroEL, ClpB, and IbpA/B Hsps in E. coli cells exposed to folate and heat stress[1]. |
| In Vivo | Trimethoprim (10 mg/kg; i.v.; once every 12 h; 3 d) shows antibacterial activity against H. influenzae, S. pneumoniae, E. coli and N. meningitidis in infected mice[2]. Trimethoprim can be connected with the thiomaltose (TM-TMP) and shows stability with a half-life of about 1 hour in complete serum, and has an MIC value around 1 μM against E. coli[2]. Trimethoprim (10 mg/mL; 0.5 mL; inject with Trimethoprim-Zn combined suspension) decreases the virus titer and increases the survival rate of chicken embryo[4]. Animal Model: Female C3H/HeOuJ mice (transurethrally infected with a 50 μL suspension containing 1-2×107 CFU of E. coli under 3% isoflurane)[2] Dosage: 10 mg/kg Administration: i.v.; once every 12 h; for 3 d Result: Showed antibacterial activity against H. influenzae, S. pneumoniae, E. coli and N. meningitidis with CD50s of 150 mg/kg, 335 mg/kg, 27.5 mg/kg and 8.4 mg/kg, respectively in infected mice. Animal Model: Fertilized eggs (injected H3N2 virus into amniotic and allantoic space at day 8)[4] Dosage: 10 mg/mL; 0.5 mL Administration: The Trimethoprim-Zn combined suspension was injected into the air sac; single dosage Result: Decreased the virus titer and increased the survival rate of chicken embryo. The survival rate peaked at ratio about 0.18 (Zn/Trimethoprim). |
| References |
| Boiling Point | 526ºC at 760 mmHg |
|---|---|
| Molecular Formula | C14H19ClN4O3 |
| Molecular Weight | 326.77900 |
| Flash Point | 271.9ºC |
| Exact Mass | 326.11500 |
| PSA | 106.97000 |
| LogP | 1.91980 |