Tienilic acid

Tienilic acid structure	Common Name	Tienilic acid
CAS Number	40180-04-9	Molecular Weight	331.17
Density	1.5±0.1 g/cm3	Boiling Point	534.6±50.0 °C at 760 mmHg
Molecular Formula	C₁₃H₈Cl₂O₄S	Melting Point	148-149ºC
MSDS	Chinese USA	Flash Point	277.1±30.1 °C

Name	tienilic acid
Synonym	More Synonyms

Description	Tienilic acid is a uricosuric diuretic. Tienilic acid possesses certain hepatotoxicity[1][3].
Related Catalog	Signaling Pathways >> Others >> Others Research Areas >> Metabolic Disease
In Vivo	Tienilic acid (100 mg/lg in rats and mice, 5 mg/kg in pigs and dog; PO and IV; single dosage) is only found in plasma, eliminates by the biliary and the urinary fast, and exhibits small differences in the different species[2]. Tienilic acid (0-480 mg/kg; PO; for 28 days) decreases blood pressure, serum, uric acid hemoglobin, and increased S-GPT; induces unicellular necrosis of small groups of liver cells[3]. Animal Model: Rats, mice, pigs and dogs[2] Dosage: 100 mg/lg in rats and mice, 5 mg/kg in pigs and dogs Administration: PO and IV; single dosage Result: Only found in plasma with important bindings to the plasma proteins at the blood level; pharmacological action for several hours; eliminated by the biliary and particularly the urinary fast, practically total in the first 48 hours after administration; only small differences were observed for the parameters measured in the different species. Animal Model: Female and male Sprague-Dawley rats[3] Dosage: 0, 30, 120 and 480 mg/kg Administration: PO; for 28 days Result: Decreased blood pressure and serum uric acid at 30 mg/kg; decreased slightly hemoglobin and increased S-GPT at 120 and 480 mg/kg; significantly increase the liver weight and serum magnesium concentration in male rats, while the liver weight of female rats increased only slightly; besides, induced unicellular necrosis of small groups of liver cells.
References	[1]. Lemieux G, et al, Baverel G. Metabolic effects in man of tienilic acid, a new diuretic with uricosuric properties. Nephron. 1978;20(1):54-64. [2]. Levron, J.C., et al. Pharmacokinetic study of 2,3-dichloro 4- (2-thienyl keto14C) phenoxyacetic acid (tienilic acid) in animals. European Journal of Drug Metabolism and Pharmacokinetics 2, 107–120 (1977). [3]. Oker-Blom C, et al. Toxicological studies on tienilic acid in rats. Toxicol Lett. 1980;6(2):93-99.

Density	1.5±0.1 g/cm3
Boiling Point	534.6±50.0 °C at 760 mmHg
Melting Point	148-149ºC
Molecular Formula	C₁₃H₈Cl₂O₄S
Molecular Weight	331.17
Flash Point	277.1±30.1 °C
Exact Mass	329.952026
PSA	91.84000
LogP	3.07
Vapour Pressure	0.0±1.5 mmHg at 25°C
Index of Refraction	1.632
Storage condition	-20°C

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AG9300000

CHEMICAL NAME :: Acetic acid, (2,3-dichloro-4-(2-thienylcarbonyl)phenoxy)-

CAS REGISTRY NUMBER :: 40180-04-9

BEILSTEIN REFERENCE NO. :: 1260086

LAST UPDATED :: 199612

DATA ITEMS CITED :: 10

MOLECULAR FORMULA :: C13-H8-Cl2-O4-S

MOLECULAR WEIGHT :: 331.17

WISWESSER LINE NOTATION :: T5SJ BVR BG CG DO1VQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Human - man

DOSE/DURATION :: 3571 ug/kg

TOXIC EFFECTS :: Kidney, Ureter, Bladder - changes in tubules (including acute renal failure, acute tubular necrosis) Kidney, Ureter, Bladder - urine volume decreased

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Human - man

DOSE/DURATION :: 6666 ug/kg

TOXIC EFFECTS :: Kidney, Ureter, Bladder - changes in tubules (including acute renal failure, acute tubular necrosis)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Human - woman

DOSE/DURATION :: 5 mg/kg

TOXIC EFFECTS :: Gastrointestinal - nausea or vomiting Kidney, Ureter, Bladder - urine volume decreased

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1275 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 318 mg/kg

TOXIC EFFECTS :: Kidney, Ureter, Bladder - urine volume increased

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 225 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 3360 mg/kg/28D-I

TOXIC EFFECTS :: Vascular - BP lowering not characterized in autonomic section Liver - changes in liver weight Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 6300 mg/kg/14D-I

TOXIC EFFECTS :: Liver - other changes Kidney, Ureter, Bladder - other changes Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - hepatic microsomal mixed oxidase (dealkylation, hydroxylation, etc.)

MUTATION DATA

TYPE OF TEST :: Mutation in mammalian somatic cells

TEST SYSTEM :: Rodent - hamster Lung

DOSE/DURATION :: 100 umol/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 157,1,1985

Hazard Codes	Xi
RIDADR	NONH for all modes of transport
RTECS	AG9300000
HS Code	2934999090

Precursor 0
DownStream 1
CAS#:55901-78-5 [2,3-Dichloro-4...

HS Code	2934999090
Summary	2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Physicochemical and drug metabolism characterization of a series of 4-aminoquinoline-3-hydroxypyridin-4-one hybrid molecules with antimalarial activity.

Expert Opin. Drug Metab. Toxicol. 10(10) , 1313-24, (2014)

Drug resistance by Plasmodium falciparum remains a challenge in malaria chemotherapy. This paper will focus on physicochemical and drug metabolism characterization of a series of 4-aminoquinoline-3-hy...

Coupling Laser Diode Thermal Desorption with Acoustic Sample Deposition to Improve Throughput of Mass Spectrometry-Based Screening.

J. Biomol. Screen. 21 , 165-75, (2016)

The move toward label-free screening in drug discovery has increased the demand for mass spectrometry (MS)-based analysis. Here we investigated the approach of coupling acoustic sample deposition (ASD...

Can in vitro metabolism-dependent covalent binding data in liver microsomes distinguish hepatotoxic from nonhepatotoxic drugs? An analysis of 18 drugs with consideration of intrinsic clearance and daily dose.

Chem. Res. Toxicol. 21(9) , 1814-22, (2008)

In vitro covalent binding assessments of drugs have been useful in providing retrospective insights into the association between drug metabolism and a resulting toxicological response. On the basis of...

Tienilic acid

(2,3-Dichloro-4-(2-thienylcarbonyl)phenoxy)acetic acid

Tienilico acido

(2,3-Dichloro-4-(2-thiophenecarbonyl)phenoxy)acetic acid

Acidum tienilicum

TienilicAcid

Selacryn

acetic acid, [2,3-dichloro-4-(2-thienylcarbonyl)phenoxy]-

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

[2,3-Dichloro-4-(2-thienylcarbonyl)phenoxy]acetic acid

Acetic acid, 2-[2,3-dichloro-4-(2-thienylcarbonyl)phenoxy]-

Ticrex

{[2,3-dichloro-4-(2-thienylcarbonyl)phenyl]oxy}acetic acid

Ticrynafen

2-[2,3-dichloro-4-(thiophene-2-carbonyl)phenoxy]acetic acid

Thienylic acid

[2,3-dichloro-4-(thiophen-2-ylcarbonyl)phenoxy]acetic acid

Tienilic acid

Use of Tienilic acid

Names

Tienilic acid Biological Activity

Chemical & Physical Properties

Toxicological Information

CHEMICAL IDENTIFICATION

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

Safety Information

Precursor & DownStream

Customs

Articles28

Synonyms