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Etodolac

Etodolac Struktur
41340-25-4
CAS-Nr.
41340-25-4
Englisch Name:
Etodolac
Synonyma:
Lodine;Hypen;Etopen;Edolan;RAK-591;Osteluc;Etodine;Napilac;ay24236;Tedolan
CBNumber:
CB3216064
Summenformel:
C17H21NO3
Molgewicht:
287.35
MOL-Datei:
41340-25-4.mol

Etodolac Eigenschaften

Schmelzpunkt:
145-1480C
Siedepunkt:
507.9±45.0 °C(Predicted)
Dichte
1.193±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
L?slichkeit
Practically insoluble in water, freely soluble in acetone and in ethanol (96 per cent)
pka
4.65(at 25℃)
Aggregatzustand
Solid
Farbe
White to Orange to Green
Wasserl?slichkeit
40mg/L(37 ºC)
Merck 
14,3874
BCS Class
2
InChIKey
NNYBQONXHNTVIJ-QGZVFWFLSA-N
CAS Datenbank
41340-25-4(CAS DataBase Reference)
EPA chemische Informationen
Pyrano[3,4-b]indole-1-acetic acid, 1,8-diethyl-1,3,4,9-tetrahydro- (41340-25-4)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher T,Xi
R-S?tze: 23/24/25-40-36-25-36/37/38
S-S?tze: 22-36-45-26-36/37
RIDADR  3249
WGK Germany  3
RTECS-Nr. UQ0360000
HazardClass  6.1(b)
PackingGroup  III
HS Code  29349990
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H301 Giftig bei Verschlucken. Akute Toxizit?t oral Kategorie 3 Achtung GHS hazard pictogramssrc="/GHS06.jpg" width="20" height="20" /> P264, P270, P301+P310, P321, P330,P405, P501
Sicherheit
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P270 Bei Gebrauch nicht essen, trinken oder rauchen.
P301+P310 BEI VERSCHLUCKEN: Sofort GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P405 Unter Verschluss aufbewahren.
P501 Inhalt/Beh?lter ... (Entsorgungsvorschriften vom Hersteller anzugeben) zuführen.

Etodolac Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R23/24/25:Giftig beim Einatmen, Verschlucken und Berührung mit der Haut.
R40:Verdacht auf krebserzeugende Wirkung.
R36:Reizt die Augen.
R25:Giftig beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-S?tze Betriebsanweisung:

S22:Staub nicht einatmen.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn m?glich, dieses Etikett vorzeigen).
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.

Beschreibung

Etodolac (etodolic acid) is a non-steroidal antiinflammatory/analgesic agent useful in the treatment of various inflammatory conditions, including rheumatoid and osteoarthritis.

Chemische Eigenschaften

Crystalline Solid

Verwenden

Etodolac is a non-steroidal anti-inflammatory drug (NSAID) that selectively inhibits cyclooxygenase-2 (COX-2). Etodolac displays anti-inflammatory effects in both adjuvant arthritic and normal rats. E todolac is an anti-inflammatory; analgesic.

Definition

ChEBI: A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is substituted by a 1,8-diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl moiety. A preferential inhibitor of cyclo-oxygenase 2 and non-steroidal anti-inflammatory, it is used for the treatment of rheumatoid arthritis and osteoarthritis, and for the alleviation of postoperative pain. Administered as the racemate, only the (S)-enantiomer is active.

Indications

Etodolac (Lodine) is indicated for the treatment of osteoarthritis, rheumatoid arthritis, and acute pain. It inhibits COX-2 with slightly more selectivity than COX-1 and therefore produces less GI toxicity than many other NSAIDs. Common adverse effects include skin rashes and CNS effects.

Allgemeine Beschreibung

Etodolac (Lodine, Ultradol), a chiral, COX-2 selectiveNSAID drug that is marketed as a racemate, possesses an indolering as the aryl portion of this group of NSAID drugs.It shares many similar properties of this group and is indicatedfor short- and long-term management of pain and OA.
Similar to ketorolac, etodolac exhibits several uniqueenantioselective pharmacokinetic properties. For example,the “inactive” (R)-enantiomer has approximately a 10-foldhigher plasma concentration than the active (S)-enantiomer.Furthermore, the active (S)-enantiomer is less protein boundthan its (R)-enantiomer and therefore has a very large volumeof distribution. It is well absorbed with an elimination halflifeof 6 to 8 hours. Etodolac is extensively metabolized intothree major inactive metabolites, 6-hydroxy etodolac (via aromatichydroxylation), 7-hydroxy-etodolac (via aromatic hydroxylation),and 8-(1'-hydroxylethyl) etodolac (via benzylichydroxylation), which are eliminated as the correspondingether glucuronides. Its unstable, acyl glucuronide, however,is subject to enterohepatic circulation and reactivation tothe parent drug, similar to other NSAIDS in this class.

Biologische Aktivit?t

Non-steroidal anti-inflammatory drug (NSAID) that selectively inhibits cyclooxygenase-2 (COX-2) (IC 50 values are 53 and >100 μ M for COX-2 and COX-1 respectively). Displays anti-inflammatory effects in both adjuvant arthritic and normal rats.

Mechanism of action

The primary mechanism of action appears to be inhibition of the biosynthesis of prostaglandins at the cyclooxygenase step, with no inhibition of the lipoxygenase system. Etodolac, however, possesses a more favorable ratio of inhibition of prostaglandin biosynthesis in human rheumatoid synoviocytes and chondrocytes than by cultured human gastric mucosal cells compared to ibuprofen, indomethacin, naproxen, diclofenac, and piroxicam.

Pharmakokinetik

Etodolac is rapidly absorbed following oral administration, with maximum serum levels being achieved within 1 to 2 hours, and it is highly bound to plasma proteins (99%) with pKa 4.7. The penetration of etodolac into synovial fluid is greater than or equal to that of tolmetin, piroxicam, or ibuprofen. Only diclofenac appears to provide greater penetration.

Clinical Use

Etodolac is promoted as the first of a new chemical class of anti-inflammatory drugs, the pyranocarboxylic acids. Although not strictly an arylacetic acid derivative (because there is a two-carbon atom separation between the carboxylic acid function and the hetero-aromatic ring), it still possesses structural characteristics similar to those of the heteroarylacetic acids and is classified here. It was introduced in the United States in 1991 for acute and long-term use in the management of osteoarthritis and as an analgetic. It also possesses antipyretic activity. Etodolac is marketed as a racemic mixture, although only the S-(+)-enantiomer possesses anti-inflammatory activity in animal models. Etodolac also displays a high degree of enantioselectivity in its inhibitory effects on the arachidonic acid cyclooxygenase system.

Stoffwechsel

Etodolac is metabolized to three hydroxylated metabolites and to glucuronide conjugates, none of which possesses important pharmacological activity. Metabolism appears to be the same in the elderly as in the general population, so no dosage adjustment appears necessary. Etodolac is indicated for the management of the signs and symptoms of osteoarthritis and for the management of pain.

Etodolac Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Etodolac Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 539)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Hebei Chuanghai Biotechnology Co,.LTD
+86-13131129325
sales1@chuanghaibio.com China 5889 58
Xiamen Wonderful Bio Technology Co., Ltd.
+8613043004613
Sara@xmwonderfulbio.com China 283 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21634 55
Hangzhou FandaChem Co.,Ltd.
+8615858145714
FandaChem@Gmail.com China 9087 55
Shanghai Yingrui Biopharma Co., Ltd.
+86-21-33585366 - 03@
sales03@shyrchem.com CHINA 738 60
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795
ivan@atkchemical.com China 32957 60
career henan chemical co
+86-0371-86658258 +8613203830695
sales@coreychem.com China 29880 58
SHANDONG ZHI SHANG CHEMICAL CO.LTD
+86 18953170293
sales@sdzschem.com China 2930 58
Jinan Shengqi pharmaceutical Co,Ltd
86+18663751872
christine@shengqipharm.com CHINA 491 58
Hubei Jusheng Technology Co.,Ltd.
18871490254
linda@hubeijusheng.com CHINA 28172 58

41340-25-4()Verwandte Suche:


  • (R)-2-(1,8-diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl)acetic acid
  • 22α-Hydroxyerythrodiol Solution, 100ppm
  • Etodolac Imp.(EP)
  • Etodolac impurity
  • 1,8-DIETHYL-1,3,4,9-TETRAHYDRO-PYRANO[3,4-B]INDOLE-1-ACETIC ACID
  • 1,3,4,9-tetrahydro-1,8-diethylpyrano(3,4-b)indole-1-aceticacid
  • 4-b)indole-1-aceticacid,1,3,4,9-tetrahydro-1,8-diethyl-pyrano(
  • 4-b]indole-1-aceticacid,1,8-diethyl-1,3,4,9-tetrahydro-pyrano[
  • 1,8-Diethyl-1,3,4,9-tetrahydropyran-(3,4-b)indol-1-acetic acid
  • Etodolac micronized
  • Pyrano(3,4-b)indole-1-acetic acid, 1,3,4,9-tetrahydro-1,8-diethyl-
  • (1R)-1,8-Diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acid
  • RAK-591
  • Akomicol
  • Etopen
  • Hypen
  • Osteluc
  • rac Etodolac
  • (RS)-2-(1,8-Diethyl-4,9-dihydro-3H-pyrano[3,4-b]indol-1-yl)aceticacid
  • Etodolac,1,8-Diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acid
  • Etodolac (400 mg)
  • Etodolac(Lodine)
  • Eccoxolac
  • Etodine
  • Lodin XL
  • Napilac
  • Etodlic Acid 1,8-Diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic Acid
  • AY-24236:Ramodar
  • ETODOLIC ACID
  • ETODOLAC
  • ay24236
  • ultradol
  • ETODOLAC 8-METHYL ANALOGUE BP(CRM STANDARD)
  • ETODOLAC, BP STANDARD
  • ETODOLAC 1-METHYL ANALOGUE BP(CRM STANDARD)
  • ETODOLAC, ACID DIMER BP STANDARD
  • ETODOLAC, USP STANDARD
  • ETODOLAC, RELATED COMPOUND A(±)-8-ETHYL-L-METHYL-1,3,4,9-TETRAHYDROPYRANO[3,4-BETA]-INDOLE-1-ACETIC ACID USP STANDARD
  • ETODOLAC, EP STANDARD
  • ETODOLAC, IMPURITY H2-(7-ETHYLINDOL-3-YL)ETHANOL EP STANDARD
  • 1,8-diethyl-1,3,4,9-tetrahydropyrano-[3,4-6]indole-1-aceticacid
  • 1,8-Diethyl-1,3,4,9-tetrahydropyrano[3.4-b]indoleaceticacid
  • (1,8-Diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl)acetic acid
  • 1,8-Diethyl-1,3,4,9-tetrahydropyrano[3,4-β]indole-1-acetic Acid
  • Etogesic
  • Tedolan
  • Ultrado
  • Etodolic
  • Pyrano3,4-bindole-1-acetic acid, 1,8-diethyl-1,3,4,9-tetrahydro-
  • ETODOLAC (DMF)
  • ETODOLAC ETODOLIC ACID
  • (RS)-Etodolic acid
  • Edolan
  • NIH 9918
  • NSC 282126
  • Ramodar
  • Zedolac
  • ETIDROATEDISODIUM
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