CAS 26988-72-7|(Rac)-Indoximod
| Common Name | (Rac)-Indoximod | ||
|---|---|---|---|
| CAS Number | 26988-72-7 | Molecular Weight | 218.25200 |
| Density | 1.28g/cm3 | Boiling Point | 429.3ºC at 760mmHg |
| Molecular Formula | C12H14N2O2 | Melting Point | 250ºC (dec.)(lit.) |
| MSDS | ChineseUSA | Flash Point | 213.4ºC |
Names
| Name | 1-methyltryptophan |
|---|---|
| Synonym | More Synonyms |
(Rac)-Indoximod BiologicalActivity
| Description | (Rac)-Indoximod (1-Methyl-DL-tryptophan) is an indoleamine 2,3-dioxygenase (IDO) inhibitor. Co-treatment with IFN-γ and (Rac)-Indoximod markedly reduces the activity of human cardiac myofibroblasts (hCMs) expressing α-SMA and induces apoptosis through up-regulating the IRF-1, Fas, and FasL genes[1]. |
|---|---|
| Related Catalog | Research Areas >>CancerSignaling Pathways >>Metabolic Enzyme/Protease >>Indoleamine 2,3-Dioxygenase (IDO)Research Areas >>Inflammation/Immunology |
| Target | IDO |
| In Vitro | (Rac)-Indoximod (1-Methyl-DL-tryptophan; 0.5 mM; 3 days) inhibits tryptophan depletion, thereby partially reversing the growth-inhibitory activity of IFN-γ, but eventually induces cell death regardless of tryptophan depletion[1]. Cell Viability Assay[1] Cell Line: Human cardiac myofibroblasts (hCMs) Concentration: 0.5 mM Incubation Time: 3 days Result: Growth retardation by IFN-γ was partially reversed on day 2, but cell viability was further reduced on day 3. |
| References | [1]. Jun-Won Lee,et al. Co-treatment with interferon-γ and 1-methyl tryptophan ameliorates cardiac fibrosis through cardiac myofibroblasts apoptosis. Mol Cell Biochem. 2019 Aug;458(1-2):197-205. |
Chemical & Physical Properties
| Density | 1.28g/cm3 |
|---|---|
| Boiling Point | 429.3ºC at 760mmHg |
| Melting Point | 250ºC (dec.)(lit.) |
| Molecular Formula | C12H14N2O2 |
| Molecular Weight | 218.25200 |
| Flash Point | 213.4ºC |
| Exact Mass | 218.10600 |
| PSA | 68.25000 |
| LogP | 1.83300 |
| InChIKey | ZADWXFSZEAPBJS-UHFFFAOYSA-N |
| SMILES | Cn1cc(CC(N)C(=O)O)c2ccccc21 |
Safety Information
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
|---|---|
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| HS Code | 2933990090 |
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% |
Articles17
More Articles| Substrate promiscuity of the cyclic dipeptide prenyltransferases from Aspergillus fumigatus ( section sign). J. Nat. Prod. 72 , 44-52, (2009) This study reports that a series of tryptophan derivatives with modifications on the side chain or at the indole ring were accepted by two cyclic dipeptide prenyltransferases, CdpNPT and FtmPT1, and c... | |
| Inhibition of indoleamine 2,3-dioxygenase promotes vascular inflammation and increases atherosclerosis in Apoe-/- mice. Cardiovasc. Res. 106 , 295-302, (2015) Atherosclerosis is a chronic inflammatory disease that is initiated by the retention and accumulation of low-density lipoprotein in the artery, leading to maladaptive response of cells from the immune... | |
| Immunosuppressive properties of Wharton's jelly-derived mesenchymal stromal cells in vitro. Int. J. Hematol. 102 , 368-78, (2015) Recent studies have reported that mesenchymal stromal cells (MSCs) migrate to areas of inflammation and suppress adverse immune reactions. Bone marrow (BM)-derived MSCs have been successfully used in ... |
Synonyms
| racemic N-methyl tryptophan |
| methyl tryptophan |
| 1-methyl-D,L-tryptophan |
| DL-1-Methyltryptophan |
| 1-MT |
| EINECS 248-157-6 |
| racemic-1-methyl-D-tryptophan |
| MFCD00005803 |
| 2-amino-3-(1-methylindol-3-yl)propanoic acid |
| L-Tryptophan,1-methyl |
| 2-Amino-3-(1-methyl-1H-indol-3-yl)propanoic acid |
| 1-Methyl-tryptophan |
