CAS Number23256-42-0
Synonyms2-Hydroxypropanoic acid - 5-(3,4,5-trimethoxybenzyl)pyrimidine-2,4-diamine (1:1); EINECS 245-533-1; 2,4-Diamino-5-(3,4,5-trimethoxybenzyl)pyrimidine lactate salt; Trimethoprim lactate; 2-hydroxypropanoic acid,5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidine-2,4-diamine; MFCD00171722; 2-Hydroxypropanoic acid - 5-(3,4,5-trimethoxybenzyl)-2,4-pyrimidinediamine (1:1); UNII:P3K8GP9FDQ
Molecular FormulaC17H24N4O6
Molecular Weight380.40
Purity≥98%
Boiling Point526ºC at 760mmHg
Appearancepowder
EINECS245-533-1
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 23256-42-0 |
| Catalog No. | 2A-9012850 |
| Chinese Name | 乳酸甲氧苄啶 |
| Synonyms | 2-Hydroxypropanoic acid - 5-(3,4,5-trimethoxybenzyl)pyrimidine-2,4-diamine (1:1); EINECS 245-533-1; 2,4-Diamino-5-(3,4,5-trimethoxybenzyl)pyrimidine lactate salt; Trimethoprim lactate; 2-hydroxypropanoic acid,5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidine-2,4-diamine; MFCD00171722; 2-Hydroxypropanoic acid - 5-(3,4,5-trimethoxybenzyl)-2,4-pyrimidinediamine (1:1); UNII:P3K8GP9FDQ |
| Molecular Formula | C17H24N4O6 |
| Molecular Weight | 380.40 |
| Purity | ≥98 |
| Boiling Point | 526ºC at 760mmHg |
| Appearance | powder |
| Storage Condition | 2-8°C |
| Packaging | III |
| Application | Trimethoprim lactic is a bacteriostatic antibiotic and an orally active dihydrofolate reductase inhibitor. Trimethoprim lactic is active against a variety of Gram-positive and Gram-negative aerobic ba |
| EINECS | 245-533-1 |
| HTC | 2942000000 |
| PubChem ID | 329826610 |
| MDL Number | MFCD00171722 |
| SMILES | CC(O)C(O)=O.COc1cc(Cc2cnc(N)nc2N)cc(OC)c1OC |
| InChI | 1S/C14H18N4O3.C3H6O3/c1-19-10-5-8(6-11(20-2)12(10)21-3)4-9-7-17-14(16)18-13(9)15;1-2(4)3(5)6/h5-7H,4H2,1-3H3,(H4,15,16,17,18);2,4H,1H3,(H,5,6) |
| InChI Key | IIZVTUWSIKTFKO-UHFFFAOYSA-N |
| NACRES Code | NA.85 |
| UNSPSC | 51285203 |
| Hazard Symbols | 6.1(b) |
| MSDS | msds/12850_1_23256_42_0.pdf |
| Bioactivity | Trimethoprim lactic is a bacteriostatic antibiotic and an orally active dihydrofolate reductase inhibitor. Trimethoprim lactic is active against a wide range of Gram-positive and Gram-negative aerobic bacteria. Trimethoprim lactic has the potential for urinary tract infections, Shigellosis and Pneumocystis pneumonia treatment[1][2][3]. Related Catalog Research Areas >> Infection Signaling Pathways >> Cell Cycle/DNA Damage >> Antifolate Signaling Pathways >> Anti-infection >> Bacterial Target Dihydrofolate reductase[1] Bacteria[1] In Vitro Trimethoprim interrupts folate metabolism by inhibition of the activity of dihydrofolase reductase (DHFR), which reduces dihydrofolate to tetrahydrofolate (THF)[1]. Trimethoprim causes protein aggregation and induction of main heat shock proteins (Hsps) in E. coli cells, which indicates that Trimethoprim presence leads to protein misfolding. Trimethoprim causes induction of DnaK, DnaJ, GroEL, ClpB, and IbpA/B Hsps. Among these Hsps, IbpA/B are most efficiently induced by Trimethoprim and coaggregates with the insoluble proteins. Upon folate stress, deletion of the delta ibpA/B operon resulted in increased protein aggregation but does not influence cell viability[1]. In Vivo In intraperitoneal infections in mice, the CD50 values for Trimethoprim alone against H. influenzae, S. pneumoniae, E. coli and N. meningitidis, is 150 mg/kg, 335 mg/kg, 27.5 mg/kg and 8.4 mg/kg, respectively[2]. References [1]. Ewa Laskowska, et al. Trimethoprim Induces Heat Shock Proteins and Protein Aggregation in E. Coli Cells. Curr Microbiol. 2003 Oct;47(4):286-9. [2]. R N Brogden, et al. Trimethoprim: A Review of Its Antibacterial Activity, Pharmacokinetics and Therapeutic Use in Urinary Tract Infections. Drugs. 1982 Jun;23(6):405-30. [3]. Xiaojian Wang, et al. A Trimethoprim Conjugate of Thiomaltose Has Enhanced Antibacterial Efficacy In Vivo. Bioconjug Chem. 2018 May 16;29(5):1729-1735. Chemical & Physical Properties Boiling Point 526ºC at 760mmHg Molecular Formula C17H24N4O6 Molecular Weight 380.396 Flash Point 271.9ºC Exact Mass 380.169586 PSA 163.04000 LogP 1.87180 Vapour Pressure 3.74E-11mmHg at 25°C InChIKey IIZVTUWSIKTFKO-UHFFFAOYSA-N SMILES CC(O)C(=O)O.COc1cc(Cc2cnc(N)nc2N)cc(OC)c1OC Storage condition 2-8°C |
| Use of | Trimethoprim lactic is a bacteriostatic antibiotic and an orally active dihydrofolate reductase inhibitor. Trimethoprim lactic is active against a wide range of Gram-positive and Gram-negative aerobic bacteria. Trimethoprim lactic has the potential for urinary tract infections, Shigellosis and Pneumocystis pneumonia treatment[1][2][3]. Properties Name Trimethoprim lactate salt Synonym More Synonyms Trimethoprim lactate Biological Activity Description Trimethoprim lactic is a bacteriostatic antibiotic and an orally active dihydrofolate reductase inhibitor. Trimethoprim lactic is active against a wide range of Gram-positive and Gram-negative aerobic bacteria. Trimethoprim lactic has the potential for urinary tract infections, Shigellosis and Pneumocystis pneumonia treatment[1][2][3]. Related Catalog Research Areas >> Infection Signaling Pathways >> Cell Cycle/DNA Damage >> Antifolate Signaling Pathways >> Anti-infection >> Bacterial Dihydrofolate reductase[1] Bacteria[1] In Vitro Trimethoprim interrupts folate metabolism by inhibition of the activity of dihydrofolase reductase (DHFR), which reduces dihydrofolate to tetrahydrofolate (THF)[1]. Trimethoprim causes protein aggregation and induction of main heat shock proteins (Hsps) in E. coli cells, which indicates that Trimethoprim presence leads to protein misfolding. Trimethoprim causes induction of DnaK, DnaJ, GroEL, ClpB, and IbpA/B Hsps. Among these Hsps, IbpA/B are most efficiently induced by Trimethoprim and coaggregates with the insoluble proteins. Upon folate stress, deletion of the delta ibpA/B operon resulted in increased protein aggregation but does not influence cell viability[1]. References [1]. Ewa Laskowska, et al. Trimethoprim Induces Heat Shock Proteins and Protein Aggregation in E. Coli Cells. Curr Microbiol. 2003 Oct;47(4):286-9. [2]. R N Brogden, et al. Trimethoprim: A Review of Its Antibacterial Activity, Pharmacokinetics and Therapeutic Use in Urinary Tract Infections. Drugs. 1982 Jun;23(6):405-30. [3]. Xiaojian Wang, et al. A Trimethoprim Conjugate of Thiomaltose Has Enhanced Antibacterial Efficacy In Vivo. Bioconjug Chem. 2018 May 16;29(5):1729-1735. Chemical & Physical Properties Molecular Formula C17H24N4O6 Exact Mass 380.169586 PSA 163.04000 LogP 1.87180 InChIKey IIZVTUWSIKTFKO-UHFFFAOYSA-N |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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