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Merck
CN

SML3848

Y-320

≥98% (HPLC)

Synonym(s):

1-(4-Chlorophenyl)-N-[3-cyano-4-(4-morpholin-4-ylpiperidin-1-yl)phenyl]-5-methylpyrazole-4-carboxamide, 1-(4-Chlorophenyl)-N-[3-cyano-4-(4-morpholinopiperidin-1-yl)-phenyl]-5-methylpyrazole-4-carboxamide, 1-(4-Chlorophenyl)-N-[3-cyano-4-[4-(4-morpholinyl)-1-piperidinyl]phenyl]-5-methyl-1H-pyrazole-4-carboxamide, Y 320, Y320

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About This Item

Empirical Formula (Hill Notation):
C27H29ClN6O2
CAS Number:
288250-47-5
Molecular Weight:
505.01
UNSPSC Code:
51111800
NACRES:
NA.21

Key Documents

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Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear (Warmed)

storage temp.

-10 to -25°C

SMILES string

N#CC1=CC(NC(C2=C(C)N(C3=CC=C(C=C3)Cl)N=C2)=O)=CC=C1N4CCC(CC4)N5CCOCC5

InChI

1S/C27H29ClN6O2/c1-19-25(18-30-34(19)24-5-2-21(28)3-6-24)27(35)31-22-4-7-26(20(16-22)17-29)33-10-8-23(9-11-33)32-12-14-36-15-13-32/h2-7,16,18,23H,8-15H2,1H3,(H,31,35)

InChI key

BWZNJVZTAWBIFG-UHFFFAOYSA-N

Related Categories

Biochem/physiol Actions

Orally active immune modulator that suppresses inflammatory cytokines production and blocks P-glycoprotein-mediated MDR in vitro and in vivo.
Y-320 is an orally active immune modulator that inhibits IL-15-stimulated (100 ng/mL) IL-17 production from T-cells (IC50 = 57.4 nM using human CD4 T-cells & hIL-15; IC50 = 25.7/52.4 nM using murine CD4/Th17 T-cells and mIL-15 plus 1 μ/mL mCXCL12 & 1 μg/mL anti-CD3ε mAb) and prevents type II collagen-induced arthritis (CIA) in mice in vivo (0.3 to 3 mg/kg via daily p.o.). Y-320 is a P-glycoprotein (P-gp) substrate and sensitizes MDR tumor cells to chemotherapy drugs in cultures (paclitaxel IC50 with/without 500 nM Y-320 = 0.21/1.15 μM/Bads-200, 16/153 nM/Bads-72 breast cancer cells) and in mice in vivo (0% vs. 78% tumor growth suppression by 15 mg/kg PTX without or with 15 mg/kg Y-320 i.v.).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000265430
0000265430
0000277498
0000277497

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Hiroyuki Ushio et al.
Pharmaceuticals (Basel, Switzerland), 7(1), 1-17 (2013-12-25)
Interleukin (IL)-15 and IL-17 are thought to play an important role in the pathogenesis of rheumatoid arthritis (RA) because both pro-inflammatory cytokines are found in synovial fluid of RA patients. In this study, we examined the pharmacological profiles of Y-320
Y-320, a novel immune-modulator, sensitizes multidrug-resistant tumors to chemotherapy
American Journal of Translational Research, 12(2), 551-562 (2020)
Sara Hosseini-Farahabadi et al.
PLoS biology, 19(5), e3001221-e3001221 (2021-05-04)
Premature termination codons (PTC) cause over 10% of genetic disease cases. Some aminoglycosides that bind to the ribosome decoding center can induce PTC readthrough and restore low levels of full-length functional proteins. However, concomitant inhibition of protein synthesis limits the

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