Name: TICRYNAFEN
SKU: 40180-04-9

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Basic Information

Molecular Structure:
CAS No.:	40180-04-9
Name:	TICRYNAFEN
Article Data:	4

Formula:	C₁₃H₈Cl₂O₄S
Molecular Weight:	331.176
Synonyms:	Tienilic acid;Tienilico acido;Acidum tienilicum;TienilicAcid;Selacryn;Diflurex;Ticrynafen Tienylic acid [2,3-Dichloro-4-(2-thienylcarbonyl)phenoxy]-acetic acid;[2,3-dichloro-4-(2-thenoyl)phenoxy]acetic acid;Acido tienilico;Acide tienilique;2,3-dichloro-4-(thien-2-ylcarbonyl)-phenoxyacetic acid;[2,3-dichloro-4-(thiophene-2-carbonyl)-phenoxy]-acetic acid;Ticrex;Ticrynafen;2-[2,3-dichloro-4-(thiophene-2-carbonyl)phenoxy]acetic acid;Thienylic acid;
Density:	1.532
Melting Point:	148-149oC
Boiling Point:	534.6°C at 760 mmHg
Flash Point:	277.1°C
Safety:	Poison by intravenous route. Moderately toxic by ingestion. Human systemic effects by ingestion: nausea or vomiting, kidney damage and decreased urine volume or anuria. Mutation data reported. Used as a diuretic, uricosuric and antihypertensive. When heated to decomposition it emits toxic fumes of Cl⁻ and SO_x.
PSA:	91.84000
LogP:	3.74930

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Chemistry

Product Name: Tienilic acid (CAS NO.40180-04-9)

Molecular Formula: C₁₃H₈Cl₂O₄S
Molecular Weight: 331.1712g/mol
Mol File: 40180-04-9.mol
Boiling point: 534.6 °C at 760 mmHg
Flash Point: 277.1 °C
Density: 1.532 g/cm³
Surface Tension: 59.4 dyne/cm
Enthalpy of Vaporization: 85.34 kJ/mol
Vapour Pressure: 2.94E-12 mmHg at 25°C
XLogP3-AA: 4.1
H-Bond Donor: 1
H-Bond Acceptor: 4

Uses

Tienilic acid (CAS NO.40180-04-9) (INN and BAN) or ticrynafen (USAN) is a diuretic drug with uric acid-lowering (uricosuric) action, formerly marketed for the treatment of hypertension. It was withdrawn in 1982, shortly after its introduction to the market, after case reports in the United States indicated a link between the use of ticrynafen and hepatitis.

Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
man	TDLo	oral	3571ug/kg (3.571mg/kg)	KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" KIDNEY, URETER, AND BLADDER: URINE VOLUME DECREASED	Clinical Toxicology. Vol. 18, Pg. 425, 1981.
man	TDLo	oral	6666ug/kg (6.666mg/kg)	KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"	New England Journal of Medicine. Vol. 301, Pg. 1180, 1979.
mouse	LD50	intraperitoneal	318mg/kg (318mg/kg)	KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED	Drugs of the Future. Vol. 13, Pg. 257, 1988.
mouse	LD50	intravenous	225mg/kg (225mg/kg)		United States Patent Document. Vol. #3758506,
mouse	LD50	oral	1275mg/kg (1275mg/kg)		European Journal of Medicinal Chemistry--Chimie Therapeutique. Vol. 9, Pg. 625, 1974.
women	TDLo	oral	5mg/kg (5mg/kg)	GASTROINTESTINAL: NAUSEA OR VOMITING KIDNEY, URETER, AND BLADDER: URINE VOLUME DECREASED	New England Journal of Medicine. Vol. 301, Pg. 1179, 1979.

Safety Profile

Poison by intravenous route. Moderately toxic by ingestion. Human systemic effects by ingestion: nausea or vomiting, kidney damage and decreased urine volume or anuria. Mutation data reported. Used as a diuretic, uricosuric and antihypertensive. When heated to decomposition it emits toxic fumes of Cl⁻ and SO_x.

Specification

Tienilic acid ,its CAS NO. is 40180-04-9,the synonyms is (2,3-Dichloro-4-(2-thenoyl)phenoxy)acetic acid
(2,3-Dichloro-4-(2-thienylcarbonyl)phenoxy)acetic acid ; (2,3-Dichloro-4-(2-thiophenecarbonyl)phenoxy)acetic acid ; 4-(2-Theonyl)-2,3-dichlorphenoxyessigsaeure ; 4-(2-Thienylketo)-2,3-dichlorophenoxyacetic acid ; 5-18-02-00008 (Beilstein Handbook Reference) ; ANP 3624 ; Acetic acid, (2,3-dichloro-4-(2-thienylcarbonyl)phenoxy)- ; Acide tienilique ; Acidum tienilicum ; Selacryn ; Ticrex ; Ticrynafen .