Benzamide, N-hydroxy-3-[3-(hydroxyamino)-3-oxo-1-propen-1-yl]-
![Benzamide, N-hydroxy-3-[3-(hydroxyamino)-3-oxo-1-propen-1-yl]- Structure](CAS/GIF/174664-65-4.gif)
- CAS No.
- 174664-65-4
- Chemical Name:
- Benzamide, N-hydroxy-3-[3-(hydroxyamino)-3-oxo-1-propen-1-yl]-
- Synonyms
- CBHAHDAC inhibitor;N-Hydroxy-3-(3-(hydroxyamino)-3-oxoprop-1-en-1-yl)benzamide;N-Hydroxy-3-[3-(hydroxyaMino)-3-oxo-1-propen-1-yl]benzaMide;Benzamide, N-hydroxy-3-[3-(hydroxyamino)-3-oxo-1-propen-1-yl]-
- CBNumber:
- CB8950390
- Molecular Formula:
- C10H10N2O4
- Molecular Weight:
- 222.2
- MDL Number:
- MFCD03453553
- MOL File:
- 174664-65-4.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Product description | Number | Pack Size | Price |
| Histone Deacetylase Inhibitor II - CAS 174664-65-4 - Calbiochem | 382148 | 5mg | $229 |
| CBHA ≥98% | 13172 | 5mg | $91 |
| CBHA ≥98% | 13172 | 10mg | $169 |
| CBHA ≥98% | 13172 | 25mg | $264 |
| CBHA ≥98% | 13172 | 5mg | $82 |
| Density | 1.431±0.06 g/cm3(Predicted) |
|---|---|
| storage temp. | -20C |
| solubility | ≤20mg/ml in DMSO;20mg/ml in dimethyl formamide |
| pka | 8.69±0.10(Predicted) |
| form | Off-white solid |
| color | off-white |
| Sensitive | Light Sensitive |
| InChI | 1S/C10H10N2O4/c13-9(11-15)5-4-7-2-1-3-8(6-7)10(14)12-16/h1-6,15-16H,(H,11,13)(H,12,14)/b5-4+ |
| InChIKey | OYKBQNOPCSXWBL-SNAWJCMRSA-N |
| SMILES | N(O)C(=O)c1cc(ccc1)\C=C\C(=O)NO |
| UNSPSC Code | 12352200 |
| NACRES | NA.54 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H315-H319-H335 |
| Precautionary statements | P261-P302+P352-P305+P351+P338-P321-P405-P501 |
| WGK Germany | WGK 1 |
| Storage Class | 11 - Combustible Solids |
Benzamide, N-hydroxy-3-[3-(hydroxyamino)-3-oxo-1-propen-1-yl]- price More Price(29)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 382148 | Histone Deacetylase Inhibitor II - CAS 174664-65-4 - Calbiochem | 174664-65-4 | 5mg | $229 | 2026-04-30 | Buy |
| Cayman Chemical | 13172 | CBHA ≥98% | 174664-65-4 | 5mg | $91 | 2026-04-30 | Buy |
| Cayman Chemical | 13172 | CBHA ≥98% | 174664-65-4 | 10mg | $169 | 2026-04-30 | Buy |
| Cayman Chemical | 13172 | CBHA ≥98% | 174664-65-4 | 25mg | $264 | 2026-04-30 | Buy |
| Cayman Chemical | 13172 | CBHA ≥98% | 174664-65-4 | 5mg | $82 | 2024-03-01 | Buy |
Benzamide, N-hydroxy-3-[3-(hydroxyamino)-3-oxo-1-propen-1-yl]- Chemical Properties,Uses,Production
Uses
Histone deacetylase inhibitor II. A cell-permeable second generation hybrid polar agent that inhibits HDAC activity. Inhibition is believed to arise as a result of the binding of the hydroxamic moiety to the active site zinc. Induces apoptosis and Fas/Fas ligand expression in human neuroblastoma.
Biological Activity
cbha is a potent and selective inhibitor with id50 values of 0.01 and 0.07 μm for hdac1 and hdac3, respectively [1].histone deacetylases (hdacs) are a class of enzymes that remove acetyl groups from lysine amino acid on histone, allowing the histones to wrap the dna more tightly. hdac inhibitors hyperacetylate histones and increase transcriptional activity in target genes. hdac inhibitors have both apoptotic and differentiating effects on various tumor cells [2].m-carboxycinnamic acid bishydroxamide (cbha) is a potent and selective hdac inhibitor. cbha is a hybrid polar compound that is synthesized to induce terminal differentiation and/or apoptosis in various transformed cells. in mel cells, cbha caused accumulation of acetylated histone h4 [1]. in neuroblastoma cell lines, cbha induced acetylated histone h3 and h4 accumulation. cbha also led to extensive cell death with ld50 ranged between 1 μm and 4 μm, and induced apoptosis [2].in human neuroblastoma xenograft scid mice, cbha (100 mg/kg and 200 mg/kg) resulted in reductions of average final tumor volume of ~50% and 75%, respectively [3].
References
[1]. richon vm1, emiliani s, verdin e, et al. a class of hybrid polar inducers of transformed cell differentiation inhibits histone deacetylases. proc natl acad sci u s a. 1998 mar 17;95(6):3003-7.
[2]. glick rd1, swendeman sl, coffey dc, et al. hybrid polar histone deacetylase inhibitor induces apoptosis and cd95/cd95 ligand expression in human neuroblastoma. cancer res. 1999 sep 1;59(17):4392-9.
[3]. coffey dc, kutko mc, glick rd, et al. the histone deacetylase inhibitor, cbha, inhibits growth of human neuroblastoma xenografts in vivo, alone and synergistically with all-trans retinoic acid. cancer res. 2001 may 1;61(9):3591-4.
Benzamide, N-hydroxy-3-[3-(hydroxyamino)-3-oxo-1-propen-1-yl]- Preparation Products And Raw materials
Raw materials
Preparation Products
Benzamide, N-hydroxy-3-[3-(hydroxyamino)-3-oxo-1-propen-1-yl]- Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| TargetMol Chemicals Inc. | +1-781-999-5354; +1-00000000000 | marketing@targetmol.com | United States | 32466 | 58 |
| Career Henan Chemica Co | +86-0371-86658258 +86-13203830695 | laboratory@coreychem.com | China | 30224 | 58 |
| BOC Sciences | 16314854226; +8616314854226 | inquiry@bocsci.com | United States | 19853 | 58 |
| Amadis Chemical Company Limited | 571-89925085 | sales@amadischem.com | China | 131956 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Chemsky (shanghai) International Co.,Ltd | 021-50135380 | shchemsky@sina.com | China | 15402 | 60 |
| Shanghai EFE Biological Technology Co., Ltd. | 021-65675885 18964387627 | info@efebio.com | China | 9804 | 58 |
| MQ (shanghai) Pharmaceuticals Co., Ltd. | 13761635123 | sales@linyuepharm.com | China | 5696 | 55 |
| Aikon International Limited | 025-58859352 13913916777 | dt3@aikonchem.com | China | 15491 | 58 |
| Shanghai Jizhi Biochemical Technology Co. Ltd. | 021-4009004166/18616739031 18616739031 | 3007523370@qq.com | China | 52678 | 58 |
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