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

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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

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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..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 382148
Product name: Histone Deacetylase Inhibitor II - CAS 174664-65-4 - Calbiochem
Packaging: 5mg
Price: $214
Updated: 2025/07/31

Cayman Chemical

Product number: 13172
Product name: CBHA
Purity: ≥98%
Packaging: 5mg
Price: $82
Updated: 2024/03/01

Cayman Chemical

Product number: 13172
Product name: CBHA
Purity: ≥98%
Packaging: 10mg
Price: $153
Updated: 2024/03/01

Cayman Chemical

Product number: 13172
Product name: CBHA
Purity: ≥98%
Packaging: 25mg
Price: $240
Updated: 2024/03/01

TRC

Product number: C177840
Product name: m-CarboxycinnamicAcidBishydroxamide
Packaging: 100mg
Price: $1050
Updated: 2021/12/16

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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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Benzamide, N-hydroxy-3-[3-(hydroxyamino)-3-oxo-1-propen-1-yl]- Suppliers

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174664-65-4, Benzamide, N-hydroxy-3-[3-(hydroxyamino)-3-oxo-1-propen-1-yl]-Related Search:

Benzamide, N-hydroxy-3-[3-(hydroxyamino)-3-oxo-1-propen-1-yl]-

N-Hydroxy-3-[3-(hydroxyaMino)-3-oxo-1-propen-1-yl]benzaMide

CBHAHDAC inhibitor

N-Hydroxy-3-(3-(hydroxyamino)-3-oxoprop-1-en-1-yl)benzamide

174664-65-4

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