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6893-02-3

6893-02-3 structure
6893-02-3 structure
  • Name: liothyronine
  • Chemical Name: 3,3',5-triiodo-L-thyronine
  • CAS Number: 6893-02-3
  • Molecular Formula: C15H12I3NO4
  • Molecular Weight: 650.974
  • Catalog: API Drugs that affect tissue metabolism
  • Create Date: 2018-09-01 17:21:57
  • Modify Date: 2024-01-02 10:50:18
  • 3,3',5-Triiodo-L-thyronine is a potent agonist of thyroid hormone receptors TRα and TRβ with Kis of 2.3 nM.

Name 3,3',5-triiodo-L-thyronine
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
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
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.

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

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)
Symbol GHS02 GHS06 GHS08
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

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6893-02-3 structure

6893-02-3

Literature: Biochemical Journal, , vol. 53, p. 645,647
Precursor  1

DownStream  2

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%