(S)-Indoximod

Names

[ Name ]:
(S)-Indoximod

[Synonym ]:
1-Methyl-L-tryptophan
DL-1-Methyltryptophan
MFCD00467133
L-Tryptophan, 1-methyl-
1-methyl-(D,L)-tryptophan
1-Methyl-L-tryptophane
H-L-Trp(N-CH3)-OH
H-Trp(1-Me)-OH
BIDD:GT0440
(S)-2-Amino-3-(1-methyl-1H-indol-3-yl)propanoic acid

Biological Activity

[Description]:

(S)-Indoximod (1-Methyl-L-tryptophan) is an inhibitor of indoleamine 2,3-dioxygenase (IDO). (S)-Indoximod can be used for the research of cancer[1][2].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Metabolic Enzyme/Protease >> Indoleamine 2,3-Dioxygenase (IDO)

[Target]

Indoleamine 2,3-Dioxygenase (IDO)[1]

[References]

[1]. Huang GL, et, al. PEG-Poly(1-Methyl-l-Tryptophan)-Based Polymeric Micelles as Enzymatically Activated Inhibitors of Indoleamine 2,3-Dioxygenase. Nanomaterials (Basel). 2019 May 9;9(5):719.

[2]. Liu X, et, al. 1-L-MT, an IDO inhibitor, prevented colitis-associated cancer by inducing CDC20 inhibition-mediated mitotic death of colon cancer cells. Int J Cancer. 2018 Sep 15;143(6):1516-1529.

Chemical & Physical Properties

[ Density]:
1.28

[ Boiling Point ]:
429.3±35.0 °C at 760 mmHg

[ Melting Point ]:
223-226 ºC

[ Molecular Formula ]:
C₁₂H₁₄N₂O₂

[ Molecular Weight ]:
218.252

[ Flash Point ]:
213.4±25.9 °C

[ Exact Mass ]:
218.105530

[ PSA ]:
68.25000

[ LogP ]:
1.43

[ Vapour Pressure ]:
0.0±1.1 mmHg at 25°C

[ Index of Refraction ]:
1.625

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: YN7135000

CHEMICAL NAME :: L-Tryptophan, 1-methyl-

CAS REGISTRY NUMBER :: 21339-55-9

LAST UPDATED :: 198910

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C12-H14-N2-O2

MOLECULAR WEIGHT :: 218.28

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 286 mg/kg

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

REFERENCE :: JTEHD6 Journal of Toxicology and Environmental Health. (Hemisphere Pub., 1025 Vermont Ave., NW, Washington, DC 20005) V.1- 1975/76- Volume(issue)/page/year: 1,515,1976

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
R20/21/22

[ Safety Phrases ]:
36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
YN7135000

[ HS Code ]:
2933990090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Human renal tubular epithelial cells suppress alloreactive T cell proliferation.

Clin. Exp. Immunol. 179(3) , 509-19, (2015)

Renal tubular epithelial cells (TECs) are one of the main targets of alloreactive T cells during acute rejection. We hypothesize that TECs modulate the outcome of alloimmunity by executing immunosuppr...

Induction of indoleamine 2,3-dioxygenase (IDO) enzymatic activity contributes to interferon-gamma induced apoptosis and death receptor 5 expression in human non-small cell lung cancer cells.

Asian Pac. J. Cancer Prev. 15(18) , 7995-8001, (2014)

Interferon-gamma (IFN-γ) has been used to treat various malignant tumors. However, the molecular mechanisms underlying the direct anti-proliferative activity of IFN-γ are poorly understood. In the pre...

Interferon gamma-mediated BoHV-4 replication restriction in bovine endometrial stromal cells is host IDO1 gene expression independent and BoHV-4 IE2 gene expression dependent.

Biol. Reprod. 91(5) , 112, (2014)

In the present work the interaction between bovine herpesvirus 4 (BoHV-4)-infected bovine endometrial stromal cells (BESCs) and interferon gamma (IFNG) was investigated. Starting from the particular t...

Related Compounds

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