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
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
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..…
N-Bromosuccinimide Price
- Product number
- 21509
- Product name
- NLG-919
- Purity
- ≥98% (mixture of enantiomers)
- Packaging
- 1mg
- Price
- $37
- Updated
- 2024/03/01
- Product number
- 21509
- Product name
- NLG-919
- Purity
- ≥98% (mixture of enantiomers)
- Packaging
- 5mg
- Price
- $98
- Updated
- 2024/03/01
- Product number
- 21509
- Product name
- NLG-919
- Purity
- ≥98% (mixture of enantiomers)
- Packaging
- 10mg
- Price
- $178
- Updated
- 2024/03/01
- Product number
- 21509
- Product name
- NLG-919
- Purity
- ≥98% (mixture of enantiomers)
- Packaging
- 25mg
- Price
- $397
- Updated
- 2024/03/01
- Product number
- N630000
- Product name
- NLG919
- Packaging
- 10mg
- Price
- $150
- Updated
- 2021/12/16
NLG919 Chemical Properties,Usage,Production
Description
(±)-NLG-919 is an indoleamine 2,3-dioxygenase (IDO) pathway inhibitor (Ki = 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
- Product
- NLG919 1402836-58-1
- Price
- US $5.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 1ton
- Release date
- 2019-09-03