ChemicalBook > CAS DataBase List > INCB39110

INCB39110

Product Name: INCB39110
CAS No.: 1334298-90-6
Chemical Name: INCB39110
Synonyms: CS-2233;Itacitinib;INCB039110;HY-16997 (INCB039110);Itacitinib(INCB039110);INCB39110 (Itacitinib);Itacitinib (INCB39110);INCB039110, Itacitinib;Itacitinib, 10 mM in DMSO;ITACITINIB;INCB039110;1334298-90-6;INCB-039110;INCB 039110
CBNumber: CB73038504
Molecular Formula: C26H23F4N9O
Formula Weight: 553.51
MOL File: 1334298-90-6.mol

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INCB39110 Property

Density: 1.57±0.1 g/cm3(Predicted)
storage temp.: Store at -20°C
solubility: DMSO:30.0(Max Conc. mg/mL);54.2(Max Conc. mM)
Ethanol:30.0(Max Conc. mg/mL);54.2(Max Conc. mM)
form: A solid
pka: 11.66±0.50(Predicted)
color: White to light yellow
InChIKey: KTBSXLIQKWEBRB-UHFFFAOYSA-N
SMILES: N1(C2CCN(C(C3C=CN=C(C(F)(F)F)C=3F)=O)CC2)CC(N2C=C(C3N=CN=C4NC=CC4=3)C=N2)(CC#N)C1

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

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

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

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 27597
Product name: Itacitinib
Packaging: 1mg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 27597
Product name: Itacitinib
Packaging: 25mg
Price: $571
Updated: 2024/03/01

Cayman Chemical

Product number: 27597
Product name: Itacitinib
Packaging: 5mg
Price: $145
Updated: 2024/03/01

Cayman Chemical

Product number: 27597
Product name: Itacitinib
Packaging: 10mg
Price: $275
Updated: 2024/03/01

TRC

Product number: I931010
Product name: Itacitinib
Packaging: 5mg
Price: $345
Updated: 2021/12/16

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INCB39110 Chemical Properties,Usage,Production

Uses

Itacitinib is an orally bioactive inhibitor of Janus-associated kinase 1 with potential antineoplastic activity.

Synthesis

1334303-20-6

1334298-90-6

Example 7. Synthesis of 2-(3-(4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl)-1-(1-(3-fluoro-2-(trifluoromethyl)isonicotinoyl)piperidin-4-yl)azetidin-3-yl)acetonitrile (22) To a 250 mL four-necked round-bottomed flask (equipped with a mechanical stirrer, thermocouple, dosing funnel and nitrogen inlet) was added compound 21 (9.25 g, 13.52 mmol, 3.50% water content) and acetonitrile (74 mL) and the temperature was controlled to be at 20 ± 5 °C. The resulting white suspension was cooled to below 5 °C. Boron trifluoride diethyl ether compound (BF3-OEt2, 6.46 mL, 51.37 mmol, 3.80 eq.) was slowly added, keeping the internal temperature below 5.0°C. The reaction mixture was then warmed to 20 ± 5 °C and stirred for 18 hours. After completion of the reaction, the mixture was cooled to 0-5 °C and BF3-OEt2 (0.34 mL, 2.70 mmol, 0.2 eq.) was added again, keeping the temperature below 5.0 °C. Warm up to 20±5 °C and continue stirring for 5 hours. Cool again to 0-5 °C, slowly add water (12.17 mL, 0.676 mol, 50 eq.) and keep the internal temperature below 5.0 °C. Warmed to 20±5°C and stirred for 2 hours. Cool to 0-5 °C, add aqueous ammonium hydroxide (NH4OH, 5N, 121.7 mmol, 9.0 eq.) and keep the internal temperature below 5.0 °C. The temperature was raised to 20 ± 5 °C and stirred for 20 h. After completion of SEM-deprotection, the reaction mixture was filtered and the solid was washed with EtOAc (9.25 mL). The filtrates were combined, diluted with EtOAc (74 mL) and washed with 13% aqueous NaCl (46.2 mL). The organic phase was diluted with EtOAc (55.5 mL) and concentrated under reduced pressure to a minimum volume. EtOAc (120 mL) was added and stirred at 20±5°C for 30 min. Wash sequentially with 7% aqueous sodium bicarbonate (2 x 46 mL) and 13% aqueous sodium bicarbonate (46 mL). The organic phase was diluted with EtOAc (46 mL) and treated with water (64 mL) at 50±5°C for 30 min. Cooled to 20±5°C and partitioned. The organic phase was again treated with water (64 mL) at 50±5°C for 30 min, cooled and partitioned. The organic phase was concentrated to give the crude product 22 (free base), which was purified by column chromatography (SiO2, 330 g, 0-10% MeOH/EtOAc gradient elution) to give analytically pure free base 22 (7.00 g, 93.5%) as an off-white solid. Identification data for 22: 1H NMR (400 MHz, (CD3)2SO) δ 12.17 (d, J = 2.8 Hz, 1H), 8.85 (s, 1H), 8.70 (m, 2H), 8.45 (s, 1H), 7.93 (t, J = 4.7 Hz, 1H), 7.63 (dd, J = 3.6, 2.3 Hz, 1H), 7.09 (dd, J = 3.6, 1.7 Hz, 1H), 4.10 (m, 1H), 3.78 (d, J = 7.9 Hz, 2H), 3.61 (t, J = 7.9 Hz, 1H), 3.58 (s, 2H), 3.46 (m, 1H), 3.28 (t, J = 10.5 Hz, 1H), 3.09 (ddd, J = 13.2, 9.5, 3.1 Hz , 1H), 2.58 (m, 1H), 1.83-1.75 (m, 1H), 1.70-1.63 (m, 1H), 1.35-1.21 (m, 2H) ppm. 13C NMR (101 MHz, (CD3)2SO) δ 160.28, 153.51, 150.86, 152.20, 150.94, 149.62, 146.30, 146.25, 139.48, 134.78, 134.61, 135.04, 134.92, 134.72, 134.60, 134.38, 134.38, 134.60, 134.40, 134.40, 134.40, 134.40 134.38, 134.26, 134.03, 133.92, 129.22, 127.62, 126.84, 121.99, 122.04, 124.77, 122.02, 119.19, 116.52, 117.39, 113.00, 99.99, 61.47, 60.49, 57.05. 44.23, 28.62, 27.88, 27.19 ppm. Molecular formula: C26H23F4N9O (MW 553.51), LCMS (EI) m/e 554.1 (M+ + H).

IC 50

JAK1

References

[1] Patent: WO2013/36611, 2013, A1. Location in patent: Page/Page column 36; 37
[2] Patent: US2011/224190, 2011, A1. Location in patent: Page/Page column 40
[3] Patent: US2015/246046, 2015, A1. Location in patent: Paragraph 0139

INCB39110 Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from INCB39110 manufacturers

Career Henan Chemical Co

Product: Itacitinib(INCB039110) 1334298-90-6
Price: US $6.68/KG
Min. Order: 1KG
Purity: 97%-99%
Supply Ability: 1kg-1000kg
Release date: 2020-01-08

1334298-90-6, INCB39110Related Search:

ARRY-334543 Dovitinib Decernotinib Selumetinib Sulfate Savolitinib 3-Pyrrolidinecarboxylic acid, 1-[[7-cyano-2-[3'-[[3-[[(3R)-3-hydroxy-1-pyrrolidinyl]methyl]-1,7-naphthyridin-8-yl]amino]-2,2'-dimethyl[1,1'-biphenyl]-3-yl]-5-benzoxazolyl]methyl]-, (3R)- INCB-54329 SU 6668 3-(5,6-Dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl)-4-(1H-indol-3-yl)-pyrrolidine-2,5-dione X-376 Filgotinib Masitinib Lestaurtinib CAL-101 PLX3397 (Pexidartinib) CO-1686 Momelotinib 790299-79-5

Itacitinib

HY-16997 (INCB039110)

INCB039110

1-[1-[[3-Fluoro-2-(trifluoromethyl)-4-pyridinyl]carbonyl]-4-piperidinyl]-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]-3-azetidineacetonitrile

2-(3-(4-(7H-Pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl)-1-(1-(3-fluoro-2-(trifluoromethyl)i

INCB039110, Itacitinib

Itacitinib (INCB39110)

INCB 39110; INCB-39110; INCB039110; INCB-039110; INCB 039110

CS-2233

INCB39110 (Itacitinib)

Itacitinib(INCB039110)

ITACITINIB;INCB039110;1334298-90-6;INCB-039110;INCB 039110

2-[1-[1-[3-fluoro-2-(trifluoromethyl)pyridine-4-carbonyl]piperidin-4-yl]-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrazol-1-yl]azetidin-3-yl]acetonitrile

3-Azetidineacetonitrile, 1-[1-[[3-fluoro-2-(trifluoromethyl)-4-pyridinyl]carbonyl]-4-piperidinyl]-3-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]-

2-(3-(4-(7H-Pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl)-1-(1-(3-fluoro-2-(trifluoromethyl)isonicotinoyl)piperidin-4-yl)azetidin-3-yl)acetonitrile

JAK,inhibit,Itacitinib,Janus kinase,INCB 039110,INCB-039110,Inhibitor

Itacitinib, 10 mM in DMSO

1334298-90-6

C26H23F4N9O

API