ChemicalBook > CAS DataBase List > NLG919

NLG919

Product Name: NLG919
CAS No.: 1402836-58-1
Chemical Name: NLG919
Synonyms: NLG91;NLG919;CS-820;RG6078;GDC0919;RG 6078;RG-6078;GDC-0919;GDC 0919;(±)-NLG-919
CBNumber: CB22665157
Molecular Formula: C18H22N2O
Formula Weight: 282.38
MOL File: 1402836-58-1.mol

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NLG919 Property

Melting point:: 143 - 146°C
Boiling point:: 524.6±33.0 °C(Predicted)
Density: 1.27±0.1 g/cm3(Predicted)
storage temp.: -20°C
solubility: Soluble in DMSO (up to 15 mg/ml)
pka: 14.85±0.20(Predicted)
form: solid
color: White
Stability:: Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
InChI: InChI=1S/C18H22N2O/c21-18(13-6-2-1-3-7-13)10-16-14-8-4-5-9-15(14)17-11-19-12-20(16)17/h4-5,8-9,11-13,16,18,21H,1-3,6-7,10H2
InChIKey: YTRRAUACYORZLX-UHFFFAOYSA-N
SMILES: C(O)(C1CCCCC1)CC1C2=C(C=CC=C2)C2=CN=CN21

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 21509
Product name: NLG-919
Purity: ≥98% (mixture of enantiomers)
Packaging: 1mg
Price: $37
Updated: 2024/03/01

Cayman Chemical

Product number: 21509
Product name: NLG-919
Purity: ≥98% (mixture of enantiomers)
Packaging: 5mg
Price: $98
Updated: 2024/03/01

Cayman Chemical

Product number: 21509
Product name: NLG-919
Purity: ≥98% (mixture of enantiomers)
Packaging: 10mg
Price: $178
Updated: 2024/03/01

Cayman Chemical

Product number: 21509
Product name: NLG-919
Purity: ≥98% (mixture of enantiomers)
Packaging: 25mg
Price: $397
Updated: 2024/03/01

TRC

Product number: N630000
Product name: NLG919
Packaging: 10mg
Price: $150
Updated: 2021/12/16

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NLG919 Chemical Properties,Usage,Production

Description

(±)-NLG-919 is an indoleamine 2,3-dioxygenase (IDO) pathway inhibitor (K_i = 7 nM; EC₅₀ = 75 nM). (±)-NLG-919 inhibits IDO-induced T cell suppression and restores T cell response during allogenic mixed lymphocyte reactions in vitro (ED₅₀s = 80 and 120 nM, respectively). In vivo, (±)-NLG-919 induces a 95% reduction in tumor volume when administered in conjunction with a pmel-1 T cell vaccine. Formulations containing (±)-NLG-919 are under investigation in clinical trials for treatment of glioblastoma, melanoma, pancreatic, and breast cancers.

Uses

NLG919 is a potent indoleamine-2,3-dioxygenase (IDO) pathway inhibitor and is suitable for the treatment of immunosuppression associated with cancer.

Synthesis

1402838-89-4

1402836-58-1

Sodium borohydride (81 mg, 2.14 mmol) was slowly added to a methanol solution (5 mL) containing 1-cyclohexyl-2-[5H-imidazo[4,3-a]isoindol-5-yl]ethan-1-one (300 mg, 1.07 mmol) at 0 °C. The reaction mixture was stirred continuously at 0 °C for 30 min. Subsequently, the reaction was quenched with deionized water (30 mL) and extracted with ethyl acetate (50 mL x 2). The organic phases were combined, washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was removed by concentration under reduced pressure and the residue was purified by fast column chromatography using a solvent mixture of dichloromethane and methanol (1% to 6% gradient) as eluent to afford 1-cyclohexyl-2-(5H-imidazo[5,1-a]isoindol-5-yl)ethanol as a colorless oil (250 mg, 83% yield). Mass spectrometry result: m/z = 283.1 [M + H]+.

target

IDO pathway

References

[1] M. MAUTINO. Abstract 491: NLG919, a novel indoleamine-2,3-dioxygenase (IDO)-pathway inhibitor drug candidate for cancer therapy.[J]. Cancer research, 2013, 73 1: 491-491. DOI:10.1158/1538-7445.am2013-491
[2] MINGHUI LI. The indoleamine 2,3-dioxygenase pathway controls complement-dependent enhancement of chemo-radiation therapy against murine glioblastoma.[J]. Journal for Immunotherapy of Cancer, 2014, 2: 21. DOI:10.1186/2051-1426-2-21
[3] XIANGJING MENG. Combinatorial antitumor effects of indoleamine 2,3-dioxygenase inhibitor NLG919 and paclitaxel in a murine B16-F10 melanoma model.[J]. International Journal of Immunopathology and Pharmacology, 2017, 30 3: 215-226. DOI:10.1177/0394632017714696

NLG919 Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from NLG919 manufacturers

Career Henan Chemical Co

Product: NLG919 1402836-58-1
Price: US $5.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 1ton
Release date: 2019-09-03

1402836-58-1, NLG919Related Search:

Y27632 (hydrochloride) BI 2536 INCB024360 Rapamycin PD0332991 Isethionate PLX4032 Β-LAPACHONE IDO-IN-1 LFM-A13 AG 490 (+)-Camptothecin AAL-993 3-(5-fluoro-indol-3-yl)-pyrrolidine-2,5-dione 1-METHYL-D-TRYPTOPHAN IDO-IN-3 8-Nitrotryptanthrin IDO-IN-7 IDO-IN-4

5-(2-Cyclohexyl-2-hydroxyethyl)-5H-imidazo[5,1-a]isoindole

NLG919(GDC-0919,Navoximod)

CS-820

GDC 0919

GDC0919

GDC-0919

NLG-919; NLG 919; IDO INHIBITOR;GDC-0919;GDC 0919;GDC0919

NLG919

1-CYCLOHEXYL-2-(5H-IMIDAZO[5,1-A]ISOINDOL-5-YL)ETHANOL

5H-Imidazo[5,1-a]isoindole-5-ethanol, α-cyclohexyl-

1-cyclohexyl-2-(5H-imidazo[5,1-a]isoindol-5-yl)ethanol NLG919

NLG919 1-CYCLOHEXYL-2-(5H-IMIDAZO[5,1-A]ISOINDOL-5-YL)ETHANOL

NLG919;NAVOXIMOD

NLG919 (GDC-0919)

alpha-Cyclohexyl-5H-imidazo[5,1-a]isoindole-5-ethanol

NLG919, >=98%

NLG919;NLG-919

NLG-919 analogue

IDO inhibitor 7

1-cyclohexyl-2-(5H-imidazo[5,1-a]isoindol-5-yl)ethan-1-ol

NLG919 USP/EP/BP

NLG91

RG 6078

RG6078

RG-6078

NLG919, small molecule IDO pathway inhibitor

IDO-IN-7, 10 mM in DMSO

(±)-NLG-919

IDO-IN-2 ，S7111

1402836-58-1

Inhibitor

Inhibitors