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23256-42-0

23256-42-0 structure
23256-42-0 structure
  • Name: Trimethoprim lactate
  • Chemical Name: Trimethoprim lactate salt
  • CAS Number: 23256-42-0
  • Molecular Formula: C17H24N4O6
  • Molecular Weight: 380.396
  • Catalog: API Antibiotics Other antibiotics
  • Create Date: 2018-09-28 11:24:25
  • Modify Date: 2024-01-02 09:33:02
  • 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].
Name Trimethoprim lactate salt
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
Propanoic acid, 2-hydroxy-, compd. with 5-[(3,4,5-trimethoxyphenyl)methyl]-2,4-pyrimidinediamine (1:1)
MFCD00171722
2-Hydroxypropanoic acid - 5-(3,4,5-trimethoxybenzyl)-2,4-pyrimidinediamine (1:1)
UNII:P3K8GP9FDQ
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
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.
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
Storage condition 2-8°C
Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes T:Toxic;
Risk Phrases R23/24/25;R43;R61
Safety Phrases S22-S36/37/39-S45-S53
RIDADR UN 2811
WGK Germany 3
Packaging Group III
Hazard Class 6.1(b)
HS Code 2942000000
HS Code 2942000000

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