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Pevonedistat

CAS No.
905579-51-3
Chemical Name:
Pevonedistat
Synonyms
MLN 4924;CS-821;TAK-924;Pevonedistat;mln4924 Free Base;PEVONEDISTAT;MLN-4924;MLN4924 (Pevonedistat);Pevonedistat (TAK-924);Pevonedistat (MLN-4924,TAK 924);Pevonedistat ISO 9001:2015 REACH
CBNumber:
CB92510096
Molecular Formula:
C21H25N5O4S
Molecular Weight:
443.52
MDL Number:
MFCD17215201
MOL File:
905579-51-3.mol
MSDS File:
SDS
Last updated:2023-08-07 22:27:18

Pevonedistat Properties

Melting point 161-163°C
Boiling point 721.0±70.0 °C(Predicted)
Density 1.62
storage temp. -20°C Freezer
solubility Soluble in DMSO (up to 10 mg/ml).
form solid
pka 9.35±0.70(Predicted)
color White
Stability Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
NCI Dictionary of Cancer Terms pevonedistat
FDA UNII S3AZD8D215
NCI Drug Dictionary pevonedistat

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
NFPA 704
0
2 0

Pevonedistat price More Price(33)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 15217 MLN4924 ≥98% 905579-51-3 1mg $49 2024-03-01 Buy
Cayman Chemical 15217 MLN4924 ≥98% 905579-51-3 5mg $96 2024-03-01 Buy
Cayman Chemical 15217 MLN4924 ≥98% 905579-51-3 10mg $168 2024-03-01 Buy
Tocris 6499 MLN4924 ≥98%(HPLC) 905579-51-3 10 $139 2021-12-16 Buy
TRC M425100 MLN4924 905579-51-3 1mg $90 2021-12-16 Buy
Product number Packaging Price Buy
15217 1mg $49 Buy
15217 5mg $96 Buy
15217 10mg $168 Buy
6499 10 $139 Buy
M425100 1mg $90 Buy

Pevonedistat Chemical Properties,Uses,Production

Description

MLN4924 (905579-51-3) is a potent and selective NEDD8-activating enzyme (NAE) inhibitor.1?It disrupts cullin-RING ligase-mediated protein turnover leading to apoptosis in human tumor cells. Suppresses the growth of human tumor xenografts in mice.2?Upregulates PD-L1 expression and enhances the efficacy of immune checkpoint blockade in glioblastoma.3?Modulates tumor microenvironment.4?Cell permeable.

Chemical Properties

White Solid

Uses

A potent and selective inhibitor of NAE. An inhibitor of NEDD8-activating enzyme as a new approach to treat cancer. The ubiquitin-proteasome pathway mediates the destruction of unwanted proteins. Potent NAE inhibitor; NEDD8 E1 Activating Enzyme Inhibitor.

Definition

ChEBI: Pevonedistat is a pyrrolopyrimidine that is 7H-pyrrolo[2,3-d]pyrimidine which is substituted by a (1S)-2,3-dihydro-1H-inden-1-ylnitrilo group at position 4 and by a (1S,3S,4S)-3-hydroxy-4-[(sulfamoyloxy)methyl]cyclopentyl group at position 7. It is a potent and selective NEDD8-activating enzyme inhibitor with an IC50 of 4.7 nM, and currently under clinical investigation for the treatment of acute myeloid leukemia (AML) and myelodysplastic syndromes. It has a role as an apoptosis inducer and an antineoplastic agent. It is a pyrrolopyrimidine, a secondary amino compound, a member of cyclopentanols, a sulfamidate and a member of indanes.

Enzyme inhibitor

This first-in-class small molecule inhibitor (FW = 443.52 g/mol; CAS 905579-51-3; Solubility = 10 mg/mL DMSO), also named MLN4924 and [(1S,2S,4R)-4-[4-[[(1S)-2,3-dihydro-1H-inden-1-yl]amino]-7H-pyrrolo[2,3- d]pyrimidin-7-yl]-2-hydroxycyclopentyl]sulfamate methyl ester, targets Nedd8 activating enzyme, or NAE (IC50 = 4.7 nM), with much weaker action against UAE (IC50 = 1.5 μM), SAE (IC50 = 8.2 μM), and UBA6 (IC50 = 1.8 μM). In most cancer cells, pevonedistat treatment results in the induction of DNA re-replication, resulting in DNA damage and cell death. MLN4924 also exhibits an alternative mechanism of action. Treatment of activated B cell-like (ABC) diffuse large B-cell lymphoma (DLBCL) cells with pevonedistat resulted in rapid accumulation of pIkBa, decrease in nuclear p65 content, reduction of transcriptional activity of NF-kB (or nuclear factor k-light-chain-enhancer of activated B cells), and G1 arrest, ultimately resulting in apoptosis induction, events consistent with potent NF-kB pathway inhibition. Treatment of germinal-center B cell-like (GCB) DLBCL cells resulted in an increase in cellular Cdt-1 and accumulation of cells in S-phase, consistent with cells undergoing DNA rereplication. Pevonedistat also inhibits Vpx/Vpr-induced SAMHD1 degradation by inhibiting the neddylation of E3 ubiquitin-ligase and blocking SIVmac replication in myeloid cells, therebyindicating the potential efficacy of inhibiting neddylation as an antiretroviral strategy

storage

Store at -20°C

References

1) Soucy, et al. (2009), An inhibitor of NEDD8-activating enzyme as a new approach to treat cancer. Nature 458 732 2) Milhollen, et al. (2010) MLN4924, a NEDD8-activating enzyme inhibitor, is active in diffuse large B-cell lymphoma models: rationale for treatment of NF-(kappa)B-dependent lymphoma. Blood, 116 1515 3) Zhou et al. (2019) Neddylation inhibition upregulates PD-L1 expression and enhances the efficacy of immune checkpoint blockade in glioblastoma; Int. J. Cancer, 145 763 4) Zhou et al. (2019) Neddylation: a novel modulator of the tumor microenvironment; Mol. Cancer 18 77

Pevonedistat Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 138)Suppliers
Supplier Tel Email Country ProdList Advantage
Wuhan Haorong Biotechnology Co.,ltd
+8618565342920 sales@chembj.net China 268 58
Nanjing ChemLin Chemical Industry Co., Ltd.
025-83697070 product@chemlin.com.cn CHINA 3012 60
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32480 60
Hubei xin bonus chemical co. LTD
86-13657291602 linda@hubeijusheng.com CHINA 22968 58
BOC Sciences
+1-631-485-4226 inquiry@bocsci.com United States 19553 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 47465 58
Career Henan Chemica Co
+86-0371-86658258 15093356674; laboratory@coreychem.com China 30255 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250 1026@dideu.com China 29831 58
Zhejiang J&C Biological Technology Co.,Limited
+1-2135480471 +1-2135480471 sales@sarms4muscle.com China 10523 58

View Lastest Price from Pevonedistat manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Pevonedistat pictures 2024-03-26 Pevonedistat
905579-51-3
US $0.00-0.00 / KG 1KG 99% 5000 Wuhan Haorong Biotechnology Co.,Ltd
Pevonedistat  pictures 2022-08-31 Pevonedistat
905579-51-3
US $1.10 / g 1g 99.00% 100 Tons Min Dideu Industries Group Limited
		Pevonedistat pictures 2021-01-06 Pevonedistat
905579-51-3
US $1.00 / g 1g 85.0-99.8% 20tons Career Henan Chemica Co
  • Pevonedistat pictures
  • Pevonedistat
    905579-51-3
  • US $0.00-0.00 / KG
  • 99%
  • Wuhan Haorong Biotechnology Co.,Ltd
  • Pevonedistat  pictures
  • Pevonedistat
    905579-51-3
  • US $1.10 / g
  • 99.00%
  • Dideu Industries Group Limited
  • 		Pevonedistat pictures
  • Pevonedistat
    905579-51-3
  • US $1.00 / g
  • 85.0-99.8%
  • Career Henan Chemica Co

Pevonedistat Spectrum

((1S,2S,4R)-4-(4-(((S)-2,3-dihydro-1H-inden-1-yl)aMino)-7H-pyrrolo[2,3-d]pyriMidin-7-yl)-2-hydroxycyclopentyl)Methyl sulfaMate [(1S,2S,4R)-4-(4-{[(1S)-2,3-dihydro-1H-inden-1-yl]aMino}-7H-pyrrolo[2,3-d]pyriMidin-7-yl)-2-hydroxycyclopentyl]Methyl sulfaMate Pevonedistat MLN4924 (Pevonedistat) Sulfamic acid [(1S,2S,4R)-4-[4-[[(1S)-2,3-dihydro-1H-inden-1-yl]amino]-7H-pyrrolo[2,3-d]pyrimi Sulfamic acid [(1S,2S,4R)-4-[4-[[(1S)-2,3-dihydro-1H-inden-1-yl]amino]-7H-pyrrolo[2,3-d]pyrimidin-7-yl]-2-hydroxycyclopentyl]methyl ester CS-821 TAK-924 PEVONEDISTAT;MLN-4924 mln4924 Free Base Pevonedistat (MLN-4924,TAK 924) ((1S,2S,4S)-4-(4-(((S)-2,3-dihydro-1H-inden-1-yl)amino)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2-hydroxycyclopentyl)methyl sulfamate (1S,2S,4R)-4-[4-[[(1S)-2,3-dihydro-1H-inden-1-yl]amino]pyrrolo[2,3-d]pyrimidin-7-yl]-2-hydroxycyclopentyl]methyl sulfamate Pevonedistat (TAK-924) Pevonedistat ISO 9001:2015 REACH MLN 4924 905579-51-3 C21H25N5O4S Bases & Related Reagents Carbohydrates & Derivatives Heterocycles Inhibitors Intermediates & Fine Chemicals Nucleotides Pharmaceuticals