Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C12H14N2O2.ClH |
Molecular Weight | 254.713 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.CN1C=C(C[C@@H](N)C(O)=O)C2=CC=CC=C12
InChI
InChIKey=XHHFEVHSOOFMGW-HNCPQSOCSA-N
InChI=1S/C12H14N2O2.ClH/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);1H/t10-;/m1./s1
Indoximod is an orally available Indoleamine 2,3-dioxigenase inhibitor. It shows higher potency in reversing IDO-mediated T cell suppression. Indoximod improves the efficacy of multiple chemotherapeutics agents and some immunological checkpoints mediators in Phase I/II clinical studies for metastatic breast cancer, metastatic melanoma, non-small cell lung cancer, primary malignant brain tumors, metastatic pancreatic cancer, as well as metastatic prostate cancer.
Originator
Sources: http://adisinsight.springer.com/drugs/800027736
Curator's Comment: 1-Methyltryptophan synthesis https://www.ncbi.nlm.nih.gov/pubmed/18102966 N-Methyltryptophan synthesis DOI: 10.1002/jlac.19345130102
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL4685 |
75.0 nM [IC50] | ||
Target ID: CHEMBL1865 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28365507 |
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Target ID: Q6ZQW0 Gene ID: 169355.0 Gene Symbol: IDO2 Target Organism: Homo sapiens (Human) |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
---|---|---|
Abatacept modulates human dendritic cell-stimulated T-cell proliferation and effector function independent of IDO induction. | 2008 Jan |
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Toxicology and pharmacokinetics of 1-methyl-d-tryptophan: absence of toxicity due to saturating absorption. | 2008 Jan |
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Melanoma: a model for testing new agents in combination therapies. | 2010 Apr 20 |
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Ability of IDO to attenuate liver injury in alpha-galactosylceramide-induced hepatitis model. | 2010 Oct 15 |
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IDO2 is critical for IDO1-mediated T-cell regulation and exerts a non-redundant function in inflammation. | 2014 Jul |
Sample Use Guides
In Vivo Use Guide
Sources: https://clinicaltrials.gov/ct2/show/NCT01560923
Twice daily (1200 mg total) for 6 months
Route of Administration:
Oral
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ACTIVE MOIETY
SUBSTANCE RECORD