Tienilinsure

Tienilic Acid

HCID 38409CAS 40180-04-9
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Grundinformationen

Standard-SMILES
O=C(O)COc1ccc(C(=O)c2cccs2)c(Cl)c1Cl
InChIKey
AGHANLSBXUWXTB-UHFFFAOYSA-N
Summenformel
C13H8Cl2O4S
Durchschnittliche Molmasse
331,2 g/mol
Monoisotopische Masse
329,9520351

Überblick

Tienilic acid is an aromatic ketone that is 2,3-dichlorophenoxyacetic acid in which the hydrogen at position 4 on the benzene ring is replaced by a thiophenecarbonyl group. A loop diuretic used to treat hypertension, it was withdrawn from the market in 1982 due to links with hepatitis. It has a role as an antihypertensive agent, a hepatotoxic agent and a loop diuretic. It is a dichlorobenzene, a monocarboxylic acid, a member of thiophenes, an aromatic ether and an aromatic ketone.

Namen und Bezeichner

Bevorzugter Name
Tienilic Acid
IUPAC
2-[2,3-dichloro-4-(thiophene-2-carbonyl)phenoxy]acetic acid
Lokaler Name
Tienilinsure
Englischer Name
TICRYNAFEN
Summenformel
C13H8Cl2O4S
Molmasse
331.17

Namen und Synonyme

TicrynafenTienilic acid40180-04-9Thienylic acid2-(2,3-dichloro-4-(thiophene-2-carbonyl)phenoxy)acetic acidAcido tienilicoAcide tieniliqueAcidum tienilicum2-[2,3-dichloro-4-(thiophene-2-carbonyl)phenoxy]acetic acidDTXSID4023670ANP 3624(2,3-Dichloro-4-(2-thenoyl)phenoxy)acetic acid
Weitere Namen anzeigen
TienilicTienilic Acid - Ticrynafanticrexfr3068ce3624ANP 362anp3624diflurexskf62698selacryn
4-(2-Thienylketo)-2,3-dichlorophenoxyacetic acidSKF 62698[2,3-dichloro-4-(2-thienylcarbonyl)phenoxy]acetic acid(2,3-Dichloro-4-(2-thiophenecarbonyl)phenoxy)acetic acidSK&F 62698HC95205SY4(2,3-Dichloro-4-(2-thienylcarbonyl)phenoxy)acetic acid4-(2-Theonyl)-2,3-dichlorphenoxyessigsaeure

Datenbank-Bezeichner

CAS
40180-04-9
PubChem CID
38409
DTXSID
DTXSID4023670
ChEMBL
CHEMBL267744
ChEBI
CHEBI:9590
UNII
HC95205SY4
EC Number
254-826-3
Nikkaji
J16.869F

Eigenschaften

Berechnete Struktureigenschaften

XLogP
4,1
Polarare Oberfläche (TPSA)
91,8 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
5
Frei drehbare Bindungen
5
Schwere Atome
20

Experimentelle und physikochemische Eigenschaften

DrugsPharmaceuticals -> Listed in ZINC15
Endocrine DisruptorsPotential endocrine disrupting compound

Physikochemische Eigenschaften

Schmelzpunkt
148 · 148-149oC
Siedepunkt
534.6 · 534.6±50.0 °C(Predicted)
Dichte
1.532 · 1.532
storage temp.
-20 °C · -20°C
Löslichkeit
5 mg/mL · DMSO: soluble5mg/mL (clear solution)
pka
2.79 · 2.79±0.10(Predicted)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesSTOT SE 3 (100%)

Toxikologische Informationen

Drug Induced Liver Injury · 6 Einträge

Drug Induced Liver Injury Rank (DILIrank 2.0)

Ticrynafen

vMost-DILI-concern

8

Withdrawn

DOI:10.1016/j.drudis.2016.02.015

Sicherheitsdaten

wgk
3
RTECS-Nr.
AG9300000
risk_code
22
Toxizität
LD50 in mice (mg/kg): 225 i.v., 1275 orally (US 3758506)
hazard_code
Xn
Speicherklasse
11 - Combustible Solids

Chemie und Industrie

Pharmakologische Informationen

ATC Code · 2 Einträge

C - Cardiovascular system

QC - Cardiovascular system

Metabolism/MetabolitesTicrynafen has known human metabolites that include Thiophene-4,5-epoxide and Tienilic acid-s-oxide.
MeSH Pharmacological Classification · 3 Einträge

Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS.

Agents that promote the excretion of urine through their effects on kidney function.

Gout suppressants that act directly on the renal tubule to increase the excretion of uric acid, thus reducing its concentrations in plasma.

Anwendungen

VerwendenA heterocycloc derivative of phenoxyacetic Acid. Uses as a diuretic, uricosuric, anhtihypertensive

Anbieter50 Anbieter

苏州道澜生物医药科技有限公司15952404857 · [email protected]
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]
Hangzhou Collab Medicine Co.,Ltd.+86-15936229464 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]
Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: An aromatic ketone that is 2,3-dichlorophenoxyacetic acid in which the hydrogen at position 4 on the benzene ring is replaced by a thiophenecarbonyl group. A loop diuretic used to treat hypertension, it was withdrawn from the market in 1982 due to links wi h hepatitis.

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