Trimethoprim
- CAS No.
- 738-70-5
- Chemical Name:
- Trimethoprim
- Synonyms
- TRIMETOPRIM;Trimethorim;Trimethopim(TMP);Trimpex;Proloprim;TRIMETHORPIM;TRIMETHOPRIMUM;TRIMETHOPRIM USP;TRIMETHOPRIM MICRONISED;TRIMETHOPRIM,MICRONIZED,USP
- CBNumber:
- CB2745185
- Molecular Formula:
- C14H18N4O3
- Molecular Weight:
- 290.32
- MOL File:
- 738-70-5.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/4/25 13:42:50
| 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 |
| BRN | 625127 |
| BCS Class | 2 |
| 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 | Trimethoprim (738-70-5) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302 | |||||||||
| Precautionary statements | P264-P270-P301+P312-P501 | |||||||||
| Hazard Codes | T | |||||||||
| Risk Statements | 25 | |||||||||
| Safety Statements | 45-24/25 | |||||||||
| RIDADR | 3249 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | UV8225000 | |||||||||
| F | 8-10-21 | |||||||||
| HazardClass | 6.1(b) | |||||||||
| PackingGroup | III | |||||||||
| HS Code | 29335995 | |||||||||
| Toxicity | LD50 orally in mice: 7000 mg/kg (Yamamoto) | |||||||||
| NFPA 704 |
|
Trimethoprim price More Price(16)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | T7883 | Trimethoprim ≥98% (HPLC) | 738-70-5 | 5G | ₹14718.6 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | T7883 | Trimethoprim ≥98% (HPLC) | 738-70-5 | 25G | ₹31779.3 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | T7883 | Trimethoprim ≥98% (HPLC) | 738-70-5 | 100G | ₹96836.4 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 92131 | Trimethoprim crystallized, ≥99.0% (HPLC) | 738-70-5 | 1G | ₹4394.95 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | PHR1056 | Trimethoprim Pharmaceutical Secondary Standard; Certified Reference Material | 738-70-5 | 1G | ₹8465.15 | 2022-06-14 | Buy |
Trimethoprim Chemical Properties,Uses,Production
Description
Trimethoprim selectivity between bacterial and mammalian dihydrofolate reductases results from the subtle but significant architectural differences between these enzyme systems. Whereas the bacterial enzyme and the mammalian enzyme both efficiently catalyze the conversion of dihydrofolic acid to tetrahydrofolic acid, the bacterial enzyme is sensitive to inhibition by trimethoprim by up to 40,000-fold lower concentrations than the mouse enzyme is. This difference explains the useful selective toxicity of trimethoprim.
Chemical Properties
Crystalline
Uses
An antibacterial and inhibitor of formylation. Dihydrofolate reductase inhibitor with selectivity for the prokaryote enzyme.Trimethoprim is an antibiotic involved in the treatment of urinary tract infections, middle ear infections and traveler?s diarrhea. It is associated with sulfamethoxazole and interferes with the cellular metabolism of folic acid in the bacterial cell by blocking the biosynthesis of nucleotides. Furthermore, It is also used to treat and prevent Pneumocystis jiroveci pneumonia.
Antimicrobial activity
Trimethoprim has a broad spectrum of antimicrobial activity. It is 20–100 times more active than sulfamethoxazole with respect to most bacterial forms. Trimethoprim is active with respect to Gram-positive, aerobic bacteria such as Staphylococcus aureus, Staphylococcus epidermidis, and various types of Streptococcus and Listeria monocytogenes. Trimethoprim is inferior to sulfonamides against forms of Nocardia. It is active with respect to Gram-negative, aerobic bacteria such as most E. coli, Enterobacter, Proteus, Klebsiella, Providencia, Morganella, Serratia marcescens, Citrobacter, Salmonella, Shigella, Yersinia enterocolitica that are sensitive to trimethoprim. Trimethoprim is also active with respect to Legionella, Acinetobacter, Vibrio, Aeromonas, Pseudomonas maltophila, P. cepacia, although P. aeruginosa is resistant to trimethoprim.
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.
Mechanism of action
Haemophilus influenzae and H. ducreyi are sensitive to trimethoprim. Pathogenic
Neisseria (meningococci and gonococci) and Branhamella catarrhalis are moderately
resistant to trimethoprim, although they are very sensitive to a combination of trimethoprim and sulfamethoxazole. Anaerobic bacteria in general are resistant to trimethoprim,
although a combination of trimethoprim-sulfamethoxazole does have an effect on them.
Pneumocystis carinii is also sensitive to that combination.
Bacterial resistance to trimethoprim can originate because of a number of reasons:
inability of the drug to penetrate through the membrane (P. aeruginosa); the presence of
dihydrofolate reductase that is not sensitive to inhibition by trimethoprim; overproduction
of dihydrofolate reductase and mutation expressed as thyminic dependence, when the
organism requires exogenic thymine for synthesizing DNA, i.e. bypassing metabolic
blockage caused by trimethoprim.
Resistance to a combination of trimethoprim-sulfamethoxazole is always less frequent
than when any of these drugs is used separately. This combination of drugs, which is
known by the commercial names cotrimoxazole, bactrim, biseptol, sulfatrim, and many
others, is used for treating infections of the respiratory tract, infections of the urinary tract,
gastric infections, surgical infections, enteritis, meningitis, and other diseases.
Clinical Use
Trimethoprim (5-[(3,4,5-trimethoxyphenyl)methyl]-2,4-pyrimidinediamine or 2,4-diamino-5-(3,4,5-trimethoxybenzyl)pyrimidine) is closely related to several antimalarialsbut does not have good antimalarial activity by itself; it is,however, a potent antibacterial. Originally introduced incombination with sulfamethoxazole, it is now available as asingle agent.
Approved by the FDA in 1980, trimethoprim as a singleagent is used only for the treatment of uncomplicatedurinary tract infections. The argument for trimethoprim asa single agent was summarized in 1979 by Wormser andDeutsch. They point out that several studies comparingtrimethoprim with TMP–SMX for the treatment ofchronic urinary tract infections found no statistically relevantdifference between the two courses of therapy.The concern is that when used as a single agent, bacterianow susceptible to trimethoprim will rapidly developresistance. In combination with a sulfonamide, however,the bacteria will be less likely to do so. That is, they willnot survive long enough to easily develop resistance toboth drugs.
Trimethoprim Preparation Products And Raw materials
Raw materials
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chevron_rightPreparation Products
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| Reenold Enterprises | +91-8208173540 +91-8208173540 | Maharashtra, India | 28 | 58 | Inquiry |
| Virchow Groups | +919394860022 | Telangana, India | 24 | 58 | Inquiry |
| OCEAN TRADING CORPORATION | +91(22) 24921669 | New Delhi, India | 6211 | 58 | Inquiry |
| Punjab Chemicals & Crop Protection Limited | +91 (22) 2674-7900 | New Delhi, India | 125 | 0 | Inquiry |
| TCI Chemicals (India) Pvt. Ltd. | 1800 425 7889 | New Delhi, India | 6778 | 58 | Inquiry |
| INVENTAA INDUSTRIES PRIVATE LTD | +918678274993 | New Delhi, India | 1 | 58 | Inquiry |
| ANDHRA ORGANICS LTD | +91-40-23096688 | New Delhi, India | 1 | 58 | Inquiry |
| IPCA LABORATORIES LTD | +91 (22) 6210 5000 | New Delhi, India | 43 | 58 | Inquiry |
| INVENTAA INDUSTRIES PRIVATE LIMITED | +91 86782 74993 | New Delhi, India | 1 | 58 | Inquiry |
| IPCA Laboratories Limited | +91 (22) 6210 5000 | New Delhi, India | 56 | 58 | Inquiry |
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