(R)-2-amino-3-(1-methyl-1H-indol-3-yl)propanoic acid
1-methyl-D-tryptophan
CAS: 110117-83-4
Molecular Formula: C12H14N2O2
(R)-2-amino-3-(1-methyl-1H-indol-3-yl)propanoic acid - Names and Identifiers
| Name | 1-methyl-D-tryptophan |
| Synonyms | NLG-8189 Me-D-Trp IndoxiMod 1-Methyl-D-Trp 1-METHYL-D-TRYPTOPHAN 1-methyl-D-tryptophan 1-Methyl-D-tryptophane (R)-2-amino-3-(1-methyl-1H-indol-3-yl)propanoic acid |
| CAS | 110117-83-4 |
| InChI | InChI=1/C12H14N2O2/c1-14-7-8(6-10(13)12(15)16)9-4-2-3-5-11(9)14/h2-5,7,10H,6,13H2,1H3,(H,15,16)/t10-/m1/s1 |
| InChIKey | ZADWXFSZEAPBJS-SNVBAGLBSA-N |
(R)-2-amino-3-(1-methyl-1H-indol-3-yl)propanoic acid - Physico-chemical Properties
| Molecular Formula | C12H14N2O2 |
| Molar Mass | 218.25 |
| Density | 1.28 |
| Melting Point | 242-245°C(lit.) |
| Boling Point | 429.3±35.0 °C(Predicted) |
| Specific Rotation(α) | 12.4o (C = 2 IN ACETIC ACID) |
| Flash Point | 213.4°C |
| Solubility | Soluble in DMSO (greater than 25 mg/ml). |
| Vapor Presure | 3.92E-08mmHg at 25°C |
| Appearance | White to light brown crystalline powder. |
| Color | White |
| pKa | 2.26±0.10(Predicted) |
| Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
| Stability | Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 month. |
| Refractive Index | 1.625 |
| Use | This product is for scientific research only and shall not be used for other purposes. |
| In vitro study | Indoximod significantly reversed T-cell inhibition by IDO-expressing dendritic cells using human monocyte-derived dendritic cells and mouse dendritic cells isolated directly from tumor-draining lymph nodes. Indoximod activates Trp-sufficient signaling to stimulate mTOR and relieves IDO-induced Trp deficiency and autophagic responses. |
| In vivo study | In mouse models of transplanted melanoma and transplanted native breast cancer, Indoximod (400 mg/kg p.o.) in combination with chemoimmunotherapy enhances antitumor immunity. |
(R)-2-amino-3-(1-methyl-1H-indol-3-yl)propanoic acid - Risk and Safety
| WGK Germany | 3 |
(R)-2-amino-3-(1-methyl-1H-indol-3-yl)propanoic acid - Reference Information
| Biological activity | Indoximod (NLG-8189, 1-Methyl-D-tryptophan), a methylated tryptophan, acts as IDO (indoleamine-(2,3)-dioxygenase) pathway inhibitor, and can reverse IDO-mediated immunosuppression. Phase 2. |
| Target | Value |
| Use | Used to prepare natural products such as Daling alkaloids (macroline alkaloids); also used in the Pictet-Spengler reaction of tryptophan esters and aldehydes; also Used to synthesize 1-position substituted indolactam precursor. |
Last Update：2024-04-09 20:45:29
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Product Name: 1-METHYL-D-TRYPTOPHAN Visit Supplier Webpage Request for quotationCAS: 110117-83-4
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
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