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, 10 mM in DMSO;Pevonedistat (MLN-4924,TAK 924)
- CBNumber:
- CB92510096
- Molecular Formula:
- C21H25N5O4S
- Molecular Weight:
- 443.52
- MDL Number:
- MFCD17215201
- MOL File:
- 905579-51-3.mol
- MSDS File:
- SDS
| 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. |
| InChIKey | MPUQHZXIXSTTDU-QXGSTGNESA-N |
| SMILES | S(N)(OC[C@@H]1C[C@@H](N2C3C(C=C2)=C(N[C@@H]2C4=C(C=CC=C4)CC2)N=CN=3)C[C@@H]1O)(=O)=O |
| NCI Dictionary of Cancer Terms | pevonedistat |
| FDA UNII | S3AZD8D215 |
| NCI Drug Dictionary | pevonedistat |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  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 |
|
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 |
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
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 32965 | 60 |
| Hebei Mujin Biotechnology Co.,Ltd | +86 13288715578 +8613288715578 | sales@hbmojin.com | China | 12826 | 58 |
| Wuhan Haorong Biotechnology Co.,ltd | +86-18565342920; +8618565342920 | sales@chembj.net | China | 289 | 58 |
| Nanjing ChemLin Chemical Industry Co., Ltd. | 025-83697070 | product@chemlin.com.cn | CHINA | 3009 | 60 |
| Hubei xin bonus chemical co. LTD | 86-13657291602 | linda@hubeijusheng.com | CHINA | 22963 | 58 |
| BOC Sciences | +1-631-485-4226 | inquiry@bocsci.com | United States | 19553 | 58 |
| Chongqing Chemdad Co., Ltd | +86-023-6139-8061 +86-86-13650506873 | sales@chemdad.com | China | 39894 | 58 |
| CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 49476 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 32161 | 58 |
| Career Henan Chemica Co | +86-0371-86658258 +8613203830695 | laboratory@coreychem.com | China | 30233 | 58 |
Related articles
- A Neddylation inhibitor: Pevonedistat
- MLN4924 is a neddylation inhibitor currently under investigation in multiple phases I studies on various malignancies, and its....
- Nov 27，2024
View Lastest Price from Pevonedistat manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2025-02-18 | Pevonedistat
905579-51-3
|
US $0.00 / KG | 1KG | 99% | 50000KG/month | Hebei Mujin Biotechnology Co.,Ltd | |
 |
2025-02-13 | Pevonedistat
905579-51-3
|
US $0.00-0.00 / KG | 1KG | 99% | 5000 | Wuhan Haorong Biotechnology Co.,Ltd | |
 |
2024-11-19 | Pevonedistat
905579-51-3
|
US $48.00-97.00 / mg | 99.92% | 10g | TargetMol Chemicals Inc. |
-
- Pevonedistat
905579-51-3
- US $0.00 / KG
- 99%
- Hebei Mujin Biotechnology Co.,Ltd
-
- Pevonedistat
905579-51-3
- US $0.00-0.00 / KG
- 99%
- Wuhan Haorong Biotechnology Co.,Ltd
-
- Pevonedistat
905579-51-3
- US $48.00-97.00 / mg
- 99.92%
- TargetMol Chemicals Inc.