3-(1-Methyl-4-phenylacetyl-1H-2-pyrrolyl)-N-hydroxy-2-propenamide
- CAS No.
- 676599-90-9
- Chemical Name:
- 3-(1-Methyl-4-phenylacetyl-1H-2-pyrrolyl)-N-hydroxy-2-propenamide
- Synonyms
- APHA-8;MC1353;MC-1353;MC 1353;APHA COMPOUND 8;Aroyl pyrrole hydroxy amide #8;3-(1-Methyl-4-phenylacetyl-1H-2-pyrrolyl)-N-hydroxy-2-propenamide;(E)-N-hydroxy-3-(1-Methyl-4-(2-phenylacetyl)-1H-pyrrol-2-yl)acrylaMide;2-Propenamide, N-hydroxy-3-[1-methyl-4-(2-phenylacetyl)-1H-pyrrol-2-yl]-
- CBNumber:
- CB4360159
- Molecular Formula:
- C16H16N2O3
- Molecular Weight:
- 284.31
- MDL Number:
- MFCD05865226
- MOL File:
- 676599-90-9.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| storage temp. | 2-8°C |
|---|---|
| solubility | DMSO: 10 mg/mL, soluble |
| form | solid |
| InChI | 1S/C16H16N2O3/c1-18-11-13(10-14(18)7-8-16(20)17-21)15(19)9-12-5-3-2-4-6-12/h2-8,10-11,21H,9H2,1H3,(H,17,20)/b8-7+ |
| InChIKey | UFQOXIMRSMFQRI-BQYQJAHWSA-N |
| SMILES | Cn1cc(cc1\C=C\C(=O)NO)C(=O)Cc2ccccc2 |
| UNSPSC Code | 12352202 |
| NACRES | NA.77 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS05,GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H302-H317-H318 | |||||||||
| Precautionary statements | P280-P301+P312+P330-P302+P352-P305+P351+P338+P310 | |||||||||
| PPE | dust mask type N95 (US), Eyeshields, Faceshields, Gloves | |||||||||
| Hazard Codes | Xn | |||||||||
| Risk Statements | 22-41-43 | |||||||||
| Safety Statements | 26-36/37/39 | |||||||||
| WGK Germany | 2 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Acute Tox. 4 Oral Eye Dam. 1 Skin Sens. 1 |
|||||||||
| NFPA 704 |
|
3-(1-Methyl-4-phenylacetyl-1H-2-pyrrolyl)-N-hydroxy-2-propenamide price More Price(4)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | A2478 | APHA Compound 8 ≥98% (HPLC), solid | 676599-90-9 | 1mg | $175 | 2026-04-30 | Buy |
| Cayman Chemical | 21228 | APHA Compound 8 | 676599-90-9 | 500μg | $62 | 2024-03-01 | Buy |
| Cayman Chemical | 21228 | APHA Compound 8 | 676599-90-9 | 1mg | $92 | 2024-03-01 | Buy |
| AK Scientific | 3575DN | 3-(1-Methyl-4-phenylacetyl-1H-2-pyrrolyl)-N-hydroxy-2-propenamide | 676599-90-9 | 1mg | $199 | 2021-12-16 | Buy |
3-(1-Methyl-4-phenylacetyl-1H-2-pyrrolyl)-N-hydroxy-2-propenamide Chemical Properties, Uses, Production
Description
APHA compound 8 is an inhibitor of class I histone deacetylases (HDACs; IC50s = 3.7, 7.4, 0.42, and 2.8 μM for HDAC1, -2, -3, and -8, respectively) as well as class II HDACs (IC50s = 3.1, 0.1, 3.1, and 4.2 μM for HDAC4, -6, -7, and -10, respectively). It is selective for class I and II HDACs over class III HDACs (IC50s = >30 μM for SIRT1, SIRT2, and SIRT3) and the histone acetyltransferase PCAF (IC50 = >30 μM). At 48 hours post-infection, APHA compound 8 increases replication of oncolytic herpes simplex virus (oHSV) in MDA-MB-231 and 4T1 breast cancer cells when used prior to viral infection at concentrations of 10 and 50 μM.
Uses
HDAC-IN-69 (Compound 2) is a derivative of an HDAC inhibitor with inhibitory activity targeting maize histone deacetylase HD2[1].
IC 50
HD2
References
[1] Ragno R, et al. 3-(4-Aroyl-1-methyl-1H-pyrrol-2-yl)-N-hydroxy-2-propenamides as a new class of synthetic histone deacetylase inhibitors. 3. Discovery of novel lead compounds through structure-based drug design and docking studies. J Med Chem. 2004 Mar 11;47(6):1351-9. DOI:10.1021/jm031036f
3-(1-Methyl-4-phenylacetyl-1H-2-pyrrolyl)-N-hydroxy-2-propenamide Preparation Products And Raw materials
Raw materials
Preparation Products
3-(1-Methyl-4-phenylacetyl-1H-2-pyrrolyl)-N-hydroxy-2-propenamide Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| VDM Biochemicals | 0330-2528181 | sales@vdmbio.com | United States | 510 | 64 |
| Syntechem Co.,Ltd | info@syntechem.com | China | 12973 | 57 | |
| Shanghai Hongye Biotechnology Co. Ltd | 400-9205774 400-920-5774 | sales@glpbio.cn | China | 6705 | 58 |
| BOC Sciences | 16314854226; +8616314854226 | inquiry@bocsci.com | United States | 19852 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354; +1-00000000000 | marketing@targetmol.com | United States | 32431 | 58 |
| ChemeGen(Shanghai) Biotechnology Co.,Ltd. | 18818260767 | sales@chemegen.com | China | 11123 | 58 |
| TargetMol Chemicals Inc. | 4008200310 15002144251 | marketing@tsbiochem.com | China | 24951 | 58 |
| Shanghai Yifei Biotechnology Co. , Ltd. | 021-65675885 18964387627 | customer_service@efebio.com | China | 11963 | 58 |
| TargetMol Chemicals Inc. | 13564774135 | marketing@targetmol.com | United States | 19950 | 58 |
| Creative Enzymes | 1-516-855-7709 | info@creative-enzymes.com | United States | 8748 | 58 |
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