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Trimethoprim

Trimethoprim Struktur
738-70-5
CAS-Nr.
738-70-5
Bezeichnung:
Trimethoprim
Englisch Name:
Trimethoprim
Synonyma:
TRIMETOPRIM;Trimethorim;Trimethopim(TMP);Trimpex;Proloprim;TRIMETHORPIM;TRIMETHOPRIMUM;TRIMETHOPRIM USP;TRIMETHOPRIM MICRONISED;TRIMETHOPRIM,MICRONIZED,USP
CBNumber:
CB2745185
Summenformel:
C14H18N4O3
Molgewicht:
290.32
MOL-Datei:
738-70-5.mol

Trimethoprim Eigenschaften

Schmelzpunkt:
199-203 °C
Siedepunkt:
432.41°C (rough estimate)
Dichte
1.1648 (rough estimate)
Brechungsindex
1.6000 (estimate)
storage temp. 
2-8°C
L?slichkeit
DMSO: soluble
Aggregatzustand
white powder
pka
6.6(at 25℃)
Farbe
colorless or white
Wasserl?slichkeit
<0.1 g/100 mL at 24 ºC
Merck 
14,9709
BRN 
625127
BCS Class
2
Stabilit?t:
Stable. Incompatible with strong oxidizing agents, acids.
CAS Datenbank
738-70-5(CAS DataBase Reference)
NIST chemische Informationen
Trimethoprim(738-70-5)
EPA chemische Informationen
Trimethoprim (738-70-5)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher T
R-S?tze: 25
S-S?tze: 45-24/25
RIDADR  3249
WGK Germany  3
RTECS-Nr. UV8225000
8-10-21
HazardClass  6.1(b)
PackingGroup  III
HS Code  29335995
Giftige Stoffe Daten 738-70-5(Hazardous Substances Data)
Toxizit?t LD50 orally in mice: 7000 mg/kg (Yamamoto)
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitssch?dlich bei Verschlucken. Akute Toxizit?t oral Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P270, P301+P312, P330, P501
Sicherheit
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P270 Bei Gebrauch nicht essen, trinken oder rauchen.
P301+P312 BEI VERSCHLUCKEN: Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P501 Inhalt/Beh?lter ... (Entsorgungsvorschriften vom Hersteller anzugeben) zuführen.

Trimethoprim Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R25:Giftig beim Verschlucken.

S-S?tze Betriebsanweisung:

S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn m?glich, dieses Etikett vorzeigen).

Beschreibung

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.

Chemische Eigenschaften

Crystalline

Verwenden

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.

Allgemeine Beschreibung

Odorless white powder. Bitter taste.

Air & Water Reaktionen

Insoluble in water.

Reaktivit?t anzeigen

Trimethoprim readily forms salts with acids. .

Brandgefahr

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 Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Trimethoprim Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 607)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Hebei ZB Gamay Biological Technology Co.,Ltd
+8617330018573
info@zbvet.net China 247 58
Henan Suikang Pharmaceutical Co.,Ltd.
+86-18239973690 +86-18239973690
sales@suikangpharm.com China 311 58
Hebei Weibang Biotechnology Co., Ltd
+8615531157085
abby@weibangbio.com China 8807 58
Wuhan Fortuna Chemical Co., Ltd
+86-027-59207850
info@fortunachem.com China 5975 58
Hebei Chuanghai Biotechnology Co,.LTD
+86-13131129325
sales1@chuanghaibio.com China 5889 58
Sinoway Industrial co., ltd.
0592-5800732; +8613806035118
xie@china-sinoway.com China 988 58
shandong perfect biotechnology co.ltd
+86-53169958659 +86-13153181156
sales@sdperfect.com China 294 58
Guangzhou Tengyue Chemical Co., Ltd.
+86-86-18148706580 +8618826483838
evan@tyvovo.com China 148 58
airuikechemical co., ltd.
+86-18353166132 +86-18353166132
sales02@airuikechemical.com China 983 58
Shaanxi TNJONE Pharmaceutical Co., Ltd
+8618092446649
sarah@tnjone.com China 1143 58

738-70-5(Trimethoprim)Verwandte Suche:


  • TRIMETHOPRIMRESEARCH GRADE
  • TRIMETHOPRIMMICRONIZED
  • 5-[(3,4,5-TriMethoxyphenyl)Methyl]-
  • TriMethopriM COS
  • TriMethopriM 0
  • TMP (triMethopriM)
  • Trimethoprim solution,1000ppm
  • Trimethoprim Solution, 100ppm
  • 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
  • BW 56-72
  • bw56-72
  • component of Bactrim
  • Instalac
  • Ipral
  • Monoprim
  • Monotrim
  • Monotrimin
  • NIH 204
  • NSC-106568
  • Pyrimidine, 2,4-diamino-5-(3,4,5-trimethoxybenzyl)-
  • Syraprim
  • Tiempe
  • Trimanyl
  • Trimethioprim
  • Trimethopriom
  • Trimogal
  • Trimopan
  • Uretrim
  • Veltrim
  • Wellcoprim
  • wr5949
  • TRIMETHOPRIM
  • TRIMETHOPRIM, CRYSTALLIZED
  • TRIMETHOPRIM VETRANAL, 250 MG
  • 5-(3,4,5-trimethoxybenzyl)pyrimidine-2,4-diyldiamine
  • Antibiotic synergist
  • trimethoprim crystalline
  • TRIMETHOPRIM BP
  • 5-(3,4,5-trimethoxybenzyl)pyrimidine-2,4-diamine(Trimethoprim)
  • 5-((3,4,5-trimethoxyphenyl)met
  • TRIMETHOPRIM,POWDER,USP
  • 5-(3,4
  • AZT + TMP/SMX (mixture) combination
  • Proloprim (TN)
  • Trimpex (TN)
  • TRIMETHOPRIM CRYSTALLIZED, >= 99.0%
  • TRIMETHOPRIM, >=98% (HPLC)
  • abaprim
  • 5-((3,4,5-trimethoxyphenyl)methyl)-2,4-pyrimidinediamine
  • 5-(3,4,5-trimethoxybenzyl)-2,4-diaminopyrimidine
  • 5-(3,4,5-TRIMETHOXYBENZYL)PYRIMIDINE-2,4-DIYLAMINE
  • 2,4-DIAMINO-5-(3,4,5-TRIMETHOXYBENZYL)PYRIMIDE
  • 2,4-DIAMINO-5-(3',4',5'-TRIMETHOXYBENZYL)PYRIMIDINE
  • 2,4-DIAMINO-5-(3,4,5-TRIMETHOXYBENZYL)PYRIMIDINE
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