ChemicalBook > CAS DataBase List > Entinostat

Entinostat

Product Name
Entinostat
CAS No.
209783-80-2
Chemical Name
Entinostat
Synonyms
Rivipansel;CS-189;MS 2275;Entenot;MS 275-27;Nsc706995;entinostat;MS275;MS 275;MS275; SNDX 275;Entinostat/MS-275
CBNumber
CB2503893
Molecular Formula
C21H20N4O3
Formula Weight
376.41
MOL File
209783-80-2.mol
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Entinostat Property

Melting point:
159-160 ºC
Boiling point:
566.7±50.0 °C(Predicted)
Density 
1.315
storage temp. 
Keep in dark place,Sealed in dry,Store in freezer, under -20°C
solubility 
DMSO: 38 mg/mL, soluble
form 
solid
pka
11.32±0.46(Predicted)
color 
Pale yellow
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 week.
InChIKey
INVTYAOGFAGBOE-UHFFFAOYSA-N
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Safety

Hazard Codes 
Xi,T
Risk Statements 
36/37/38-62-48/25-25-61
Safety Statements 
26-36-45
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
3
HS Code 
29333990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H360May damage fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
EPS002
Product name
MS-275
Purity
A HDAC1 and HDAC3 inhibitor
Packaging
1mg
Price
$399
Updated
2023/06/20
Sigma-Aldrich
Product number
EPS002
Product name
MS-275
Purity
A HDAC1 and HDAC3 inhibitor
Packaging
5mg
Price
$1190
Updated
2023/06/20
Cayman Chemical
Product number
13284
Product name
MS-275
Purity
≥98%
Packaging
1mg
Price
$21
Updated
2024/03/01
Cayman Chemical
Product number
13284
Product name
MS-275
Purity
≥98%
Packaging
5mg
Price
$61
Updated
2024/03/01
Cayman Chemical
Product number
13284
Product name
MS-275
Purity
≥98%
Packaging
10mg
Price
$109
Updated
2024/03/01
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Entinostat Chemical Properties,Usage,Production

Description

Entinostat (SNDX-275, MS-275) belongs to benzamide class HDACi and inhibits HDAC1 and 2, 3 and 9 and has low effect against HDAC4, 6, 7 and 8 (Khan et al. 2007). Entinostat is in phase II clinical trial for treatment of Hodgkin's lymphoma and advanced breast cancer (in combination with aromatase inhibitors) and metastatic lung cancer (in combination with erlotinib).

Chemical Properties

Yellow Solid

Uses

Entinostat is an emerging HDACi (histone deacetylase inhibitor). Entinostat is used for treatment of solid tumors and hematologic malignancies. Potent Histone deacetylase inhibitor.

Definition

ChEBI: A member of the class of benzamides resulting from the formal condensation of the carboxy group of the pyridin-3-ylmethyl carbamate derivative of p-(aminomethyl)benzoic acid with one of the amino groups of benzene-1,2-diamine. It is an inhibit r of histone deacetylase isoform 1 (HDAC1) and isoform 3 (HDAC3).

Clinical Use

Entinostat is an HDAC inhibitor with a relatively long half-life (averaging between 33 and 52 hours). Trials have shown significant biological activity in patients with hematological malignancies receiving entinostat treatments. However, the efficacy of entinostat as a single-agent therapy remains limited. Reported dose-limiting toxicities associated with entinostat include neurotoxicity, fatigue, hypophosphatemia, anorexia, and vomiting.
The large number of clinical trials using HDAC inhibitors for the treatment of patients with hematological malignancies has demonstrated that these drugs are relatively well tolerated. Although the responses with the currently-available HDAC inhibitors are still limited, there are significant responses in some patients with advanced disease, where options are limited. With better patient selection and the development of more potent HDAC inhibitors, targeting HDACs for the treatment of hematological malignancies remains promising. Furthermore, a growing body of literature suggests that HDAC inhibitors may potentiate some of the currently used cytotoxic or biologic therapies based on their mechanism of action, with multiple trials currently ongoing. Promising combination partners include proteosome inhibitors, DNA demethylating agents, and anthracyclines.

target

HDAC1

storage

+4°C

References

1) Hu et al. (2003), Identification of novel isoform-selective inhibitors within class 1 histone deacetylases; J. Pharmacol. Exp. Ther., 307 720 2) Saito et al. (1999), A synthetic inhibitor of histone deacetylase, MS-275, with marked in vivo antitumor activity against human tumors; Proc. Natl. Acad. Sci. USA, 96 4592 3) Eyupoglu et al. (2006), Experimental therapy of malignant gliomas using the inhibitor of histone deacetylase MS-275; Mol. Cancer Ther., 5 1248 4) Lee et al. (2001), MS-275, a histone deacetylase inhibitor, selectively induces transforming growth factor beta type II receptor expression in human breast cancer cells; J. Pharmacol. Exp. Ther., 307 720 5) Lin et al. (2007), Anti-rheumatic activities of histone deacetylase (HDAC) inhibitors in vivo in collagen-induced arthritis in rodents; Br. J. Pharmacol., 150 862 6) Fukuchi et al. (2015), Class I histone deacetylase-mediated repression of the proximal promoter of the Activity-regulated Cytoskeleton-associated Protein Gene regulates its response to brain-derived neurotrophic factor; J. Biol. Chem. 290 6825 [Focus Biomolecules Citation]

Entinostat Preparation Products And Raw materials

Raw materials

Preparation Products

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Entinostat Suppliers

VDM Biochemicals
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View Lastest Price from Entinostat manufacturers

Wuhan Nutra Biotechnology Co.,Ltd
Product
MS-275 (Entinostat) 209783-80-2
Price
US $0.00-0.00/g
Min. Order
1g
Purity
98%+
Supply Ability
100kgs
Release date
2021-05-23
Shaanxi Haibo Biotechnology Co., Ltd
Product
Entinostat 209783-80-2
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000ton
Release date
2023-08-29
Career Henan Chemical Co
Product
Entinostat 209783-80-2
Price
US $2.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100kg
Release date
2018-12-23

209783-80-2, EntinostatRelated Search:


  • MS275;MS 275
  • CS-189
  • Carbamic acid, N-[[4-[[(2-aminophenyl)amino]carbonyl]phenyl]methyl]-, 3-pyridinylmethyl ester
  • entinostat
  • 3-pyridinylmethyl [[4-[[(2-aminophenyl)amino]carbonyl]phenyl]methyl]carbamate, N-(2-Aminophenyl)-4-[N-(pyridine-3ylmethoxycarbonyl)aminomethyl]benzamide
  • N-[[4-[[(2-Aminophenyl)amino]carbonyl]phenyl]methyl]carbamic acid 3-pyridinylmethyl ester
  • Entinostat/MS-275
  • Nsc706995
  • Entinostat(NSC-706995)
  • (Pyridin-3-yl)Methyl 4-(2-AMinophenylcarbaMoyl)benzylcarbaMate
  • MS 275-27
  • MS-275,Entinostat,SNDX-275
  • MS-275 (Entinostat)
  • Entinostat (MS-275,SNDX-275)
  • [4-(2-Amino-phenylcarbamoyl)-benzyl]-carbamic acid pyridin-3-ylmethyl ester
  • Entinostat N-[[4-[[(2-Aminophenyl)amino]carbonyl]phenyl]methyl]carbamic acid 3-pyridinylmethyl ester
  • N-[[4-[[(2-Aminophenyl)amino]carbonyl]phenyl]methyl]carbamic acid 3-pyridinylmethyl ester Entinostat (MS-275, SNDX-275)
  • entinostat(HDAC inhibitor)
  • Entinostat, >=98%
  • Rivipansel
  • MS275; SNDX 275
  • Entinostat USP/EP/BP
  • Entinostat (MS-27-275)
  • entinostat side effects
  • MS 2275
  • Entenot
  • 209783-80-2
  • Inhibitors
  • API
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  • SNDX 275
  • Entinostat