Benzamide, N-hydroxy-3-[3-(hydroxyamino)-3-oxo-1-propen-1-yl]-
- Product Name
- Benzamide, N-hydroxy-3-[3-(hydroxyamino)-3-oxo-1-propen-1-yl]-
- 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
- Formula Weight
- 222.2
- MOL File
- 174664-65-4.mol
Benzamide, N-hydroxy-3-[3-(hydroxyamino)-3-oxo-1-propen-1-yl]- Property
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P321Specific treatment (see … on this label).
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- 382148
- Product name
- Histone Deacetylase Inhibitor II - CAS 174664-65-4 - Calbiochem
- Packaging
- 5mg
- Price
- $214
- Updated
- 2025/07/31
- Product number
- 13172
- Product name
- CBHA
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $82
- Updated
- 2024/03/01
- Product number
- 13172
- Product name
- CBHA
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $153
- Updated
- 2024/03/01
- Product number
- 13172
- Product name
- CBHA
- Purity
- ≥98%
- Packaging
- 25mg
- Price
- $240
- Updated
- 2024/03/01
- Product number
- C177840
- Product name
- m-CarboxycinnamicAcidBishydroxamide
- Packaging
- 100mg
- Price
- $1050
- Updated
- 2021/12/16
Benzamide, N-hydroxy-3-[3-(hydroxyamino)-3-oxo-1-propen-1-yl]- Chemical Properties,Usage,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
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