CAS 6893-02-3|liothyronine

Introduction：Basic information about CAS 6893-02-3|liothyronine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. liothyronine BiologicalActivity
3. Chemical & Physical Properties
4. Toxicological Information
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
5. Safety Information
6. Customs
7. Articles77
8. Synonyms

Common Name	liothyronine
CAS Number	6893-02-3	Molecular Weight	650.974
Density	2.4±0.1 g/cm3	Boiling Point	563.5±50.0 °C at 760 mmHg
Molecular Formula	C₁₅H₁₂I₃NO₄	Melting Point	234-238 °C(lit.)
MSDS	USA	Flash Point	294.6±30.1 °C
Symbol	GHS02, GHS06, GHS08	Signal Word	Danger

Names

Name	3,3',5-triiodo-L-thyronine
Synonym	More Synonyms

liothyronine BiologicalActivity

Description	3,3',5-Triiodo-L-thyronine is a potent agonist of thyroid hormone receptors TRα and TRβ with Kis of 2.3 nM.
Related Catalog	Signaling Pathways >>Others >>Thyroid Hormone ReceptorResearch Areas >>CancerResearch Areas >>Endocrinology
Target	Human Endogenous Metabolite
In Vitro	3,3',5-Triiodo-L-thyronine (T3, 100 nM) stimulates the proliferation of hepatocarcinema cells in which TRβ1 is overexpressed[1]. 3,3',5-Triiodo-L-thyronine binds to human β1 thyroid hormone receptor (hTRβ1), and change its conformation. 3,3',5-Triiodo-L-thyronine promotes growth, induces differentiation and regualtes metabolic effects[2].
Cell Assay	Thyroid hormone depleted (Td) serum is prepared. The growth of hepatocarcinoma cells in methylcellulose is performed. To determine the effect of 3,3',5-Triiodo-L-thyronine (T3) on the growth of cells, cells are plated at a density of 3 × l04 cells/60 mm dish on day 0, and incubated in medium containing 5% regular serum, 5% Td or 5% Td and 100 nM T3. The colony formation in methylcellulose is scored 3 weeks after initial plating[1].
References	[1]. Lin KH, et al. Stimulation of proliferation by 3,3',5-triiodo-L-thyronine in poorly differentiated human hepatocarcinoma cells overexpressing beta 1 thyroid hormone receptor. Cancer Lett. 1994 Oct 14;85(2):189-94. [2]. Bhat MK, et al. Conformational changes of human beta 1 thyroid hormone receptor induced by binding of 3,3',5-triiodo-L-thyronine. Biochem Biophys Res Commun. 1993 Aug 31;195(1):385-92.

Chemical & Physical Properties

Density	2.4±0.1 g/cm3
Boiling Point	563.5±50.0 °C at 760 mmHg
Melting Point	234-238 °C(lit.)
Molecular Formula	C₁₅H₁₂I₃NO₄
Molecular Weight	650.974
Flash Point	294.6±30.1 °C
Exact Mass	650.790039
PSA	92.78000
LogP	5.08
Vapour Pressure	0.0±1.6 mmHg at 25°C
Index of Refraction	1.763
InChIKey	AUYYCJSJGJYCDS-LBPRGKRZSA-N
SMILES	NC(Cc1cc(I)c(Oc2ccc(O)c(I)c2)c(I)c1)C(=O)O

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AY6750000

CHEMICAL NAME :: Alanine, 3-(4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl)-, L-

CAS REGISTRY NUMBER :: 6893-02-3

BEILSTEIN REFERENCE NO. :: 2710227

LAST UPDATED :: 199709

DATA ITEMS CITED :: 13

MOLECULAR FORMULA :: C15-H12-I3-N-O4

MOLECULAR WEIGHT :: 650.98

WISWESSER LINE NOTATION :: QVYZ1R CI EI DOR DQ CI

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 7500 mg/kg

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

REFERENCE :: RPZHAW Roczniki Panstwowego Zakladu Higieny. (Ars Polona, POB 1001, 00-068 Warsaw 1, Poland) V.1- 1950- Volume(issue)/page/year: 32,197,1981 ** OTHER MULTIPLE DOSE TOXICITY DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1800 ug/kg/30D-I

TOXIC EFFECTS :: Cardiac - other changes Kidney, Ureter, Bladder - other changes in urine composition Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - transaminases

REFERENCE :: TXCYAC Toxicology. (Elsevier Scientific Pub. Ireland, Ltd., POB 85, Limerick, Ireland) V.1- 1973- Volume(issue)/page/year: 52,89,1988

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 300 ug/kg/3D-I

TOXIC EFFECTS :: Liver - other changes Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol) Nutritional and Gross Metabolic - body temperature increase

REFERENCE :: TOLED5 Toxicology Letters. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1977- Volume(issue)/page/year: 84,149,1996

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1500 ug/kg/6D-I

TOXIC EFFECTS :: Endocrine - evidence of thyroid hyperfunction Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol) Nutritional and Gross Metabolic - weight loss or decreased weight gain

REFERENCE :: CYTPDT Zhongyao Tongbao. Bulletin of Chinese Materia Medica. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.1-13, 1955-88 Suspended 1960-80(?). For Publisher information, see ZZZAE3 Volume(issue)/page/year: 13(2),41,1988

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Primate - monkey

DOSE/DURATION :: 16500 ug/kg/30D-I

TOXIC EFFECTS :: Liver - other changes Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - phosphatases Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - transaminases

REFERENCE :: TXCYAC Toxicology. (Elsevier Scientific Pub. Ireland, Ltd., POB 85, Limerick, Ireland) V.1- 1973- Volume(issue)/page/year: 52,89,1988 ** REPRODUCTIVE DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 1400 ug/kg

SEX/DURATION :: female 16-22 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Effects on Embryo or Fetus - other effects to embryo

REFERENCE :: HMMRA2 Hormone and Metabolic Research. (Georg Thieme Verlag, Postfach 732, D-7000 Stuttgart 1, Fed. Rep. Ger.) V.1- 1969- Volume(issue)/page/year: 10,425,1978

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 300 ug/kg

SEX/DURATION :: female 19-21 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Specific Developmental Abnormalities - urogenital system

REFERENCE :: DPTHDL Developmental Pharmacology and Therapeutics. (S. Karger Pub., Inc., 79 Fifth Ave., New York, NY 10003) V.1- 1980- Volume(issue)/page/year: 12,162,1989

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Unreported

DOSE :: 75 ug/kg

SEX/DURATION :: female 3 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Fertility - other measures of fertility

REFERENCE :: BIREBV Biology of Reproduction. (Soc. for the Study of Reproduction, 309 W. Clark St., Champaign, IL 61820) V.1- 1969- Volume(issue)/page/year: 11,529,1974

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 480 ug/kg

SEX/DURATION :: female 10-13 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)

REFERENCE :: TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 84,115,1986

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Unreported

DOSE :: 900 ug/kg

SEX/DURATION :: female 11-19 day(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - musculoskeletal system

REFERENCE :: TJADAB Teratology, The International Journal of Abnormal Development. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1968- Volume(issue)/page/year: 25(2),65A,1982

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intramuscular

DOSE :: 250 ug/kg

SEX/DURATION :: female 25-26 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Embryo or Fetus - other effects to embryo

REFERENCE :: DPTHDL Developmental Pharmacology and Therapeutics. (S. Karger Pub., Inc., 79 Fifth Ave., New York, NY 10003) V.1- 1980- Volume(issue)/page/year: 9,115,1986

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 300 ug/kg

SEX/DURATION :: female 30 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Maternal Effects - other effects Endocrine - changes in growth hormone

REFERENCE :: THGNBO Theriogenology. (Geron-X, Inc., P.O. Box 1108, Los Altos, CA 94022) V.1- 1974- Volume(issue)/page/year: 28,205,1987 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X9726 No. of Facilities: 219 (estimated) No. of Industries: 2 No. of Occupations: 5 No. of Employees: 2518 (estimated) No. of Female Employees: 1886 (estimated)

Safety Information

Symbol	GHS02, GHS06, GHS08
Signal Word	Danger
Hazard Statements	H225-H301 + H311 + H331-H370
Precautionary Statements	P210-P260-P280-P301 + P310 + P330-P302 + P352 + P312-P370 + P378
Personal Protective Equipment	dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes	Xi:Irritant;
Risk Phrases	R36/37/38
Safety Phrases	S36-S26
RIDADR	UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany	3
RTECS	AY6750000
HS Code	2922509090

Customs

HS Code	2922509090
Summary	2922509090. other amino-alcohol-phenols, amino-acid-phenols and other amino-compounds with oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Articles77

Cheminformatics analysis of assertions mined from literature that describe drug-induced liver injury in different species.

Chem. Res. Toxicol. 23 , 171-83, (2010)

Drug-induced liver injury is one of the main causes of drug attrition. The ability to predict the liver effects of drug candidates from their chemical structures is critical to help guide experimental...

Translating clinical findings into knowledge in drug safety evaluation--drug induced liver injury prediction system (DILIps).

J. Sci. Ind. Res. 65(10) , 808, (2006)

Drug-induced liver injury (DILI) is a significant concern in drug development due to the poor concordance between preclinical and clinical findings of liver toxicity. We hypothesized that the DILI typ...

Developing structure-activity relationships for the prediction of hepatotoxicity.

Chem. Res. Toxicol. 23 , 1215-22, (2010)

Drug-induced liver injury is a major issue of concern and has led to the withdrawal of a significant number of marketed drugs. An understanding of structure-activity relationships (SARs) of chemicals ...

Synonyms

3,3',5 TRIIODOTHYRONINE (T3), IRMM STANDARD

3,5,3′-tri-iodo-l-thyronine

Liothyronine (T3)

T3, O-(4-HYDROXY-3-IODOPHENYL)-3,5-DIIODO-L-TYROSINE

O-(4-Hydroxy-3-iodophenyl)-3,5-diiodotyrosine

L-TYROSINE,O-(4-HYDROXY-3-IODOPHENYL)-3,5-DIIODO-

Alanine, 3-[4- (4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]-, L-

L T3

Tyrosine, O-(4-hydroxy-3-iodophenyl)-3,5-diiodo-

O-(4-Hydroxy-3-iodophenyl)-3,5-diiodo-L-tyrosine

3,3',5-Triiodothyronine

Triiodothyronine

L-3-[4-(4-Hydroxy-3-iodophenoxy)-3,5-diiodophenyl]alanine

3,5,3′-Triiodo-L-thyronine

3,3',5'-TRIIODO-DL-THYRONINE

L-3,3',5-triiodo-Thyronine

T 3

(S)-2-Amino-3-(4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl)propanoic acid

EINECS 229-999-3

MFCD00036864

O-(4-hydroxy-3-iodo-phenyl)-3,5-diiodo-L-tyrosine

3,5,3'-TRIIODO-L-THYRONINE

L-triiodothyronine

L-3-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]-Alanine

3,3',5'-TRIIODO-L-THYRONINE

3,3',5-TRIIODO-L-THYRONINE, FREE ACID

3,3',5-Triiodo-L-thyronine

L-3,3',5-TRIIODOTHYRONINE, FREE ACID

LIOTHYRONINE-D3

(2S)-2-Amino-3-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]propanoic acid

LIOTHYRONINE

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