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[4-[(Hydroxyamino)carbonyl]phenyl]carbamic acid [6-[(diethylamino)methyl]-2-naphthalenyl]methyl ester

Product Name
[4-[(Hydroxyamino)carbonyl]phenyl]carbamic acid [6-[(diethylamino)methyl]-2-naphthalenyl]methyl ester
CAS No.
497833-27-9
Chemical Name
[4-[(Hydroxyamino)carbonyl]phenyl]carbamic acid [6-[(diethylamino)methyl]-2-naphthalenyl]methyl ester
Synonyms
Duvyzat;CS-2025;Gavinostat;Givinostat;Givinostat(ITF-2357);Givinostat(free base);(6-((Diethylamino)methyl)naphthalen-2-yl)methyl (4-(hydroxycarbamoyl)phenyl)carbamate;[6-(diethylaminomethyl)naphthalen-2-yl]methyl N-[4-(hydroxycarbamoyl)phenyl]carbamate;[4-[(Hydroxyamino)carbonyl]phenyl]carbamic acid [6-[(diethylamino)methyl]-2-naphthalenyl]methyl ester;Carbamic acid, [4-[(hydroxyamino)carbonyl]phenyl]-, [6-[(diethylamino)methyl]-2-naphthalenyl]methyl ester
CBNumber
CB12484656
Molecular Formula
C24H27N3O4
Formula Weight
421.49
MOL File
497833-27-9.mol
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[4-[(Hydroxyamino)carbonyl]phenyl]carbamic acid [6-[(diethylamino)methyl]-2-naphthalenyl]methyl ester Property

Density 
1.259
storage temp. 
Store at -20°C
solubility 
Soluble in DMSO
pka
8.97±0.10(Predicted)
form 
Solid
color 
White to light yellow
InChI
InChI=1S/C24H27N3O4/c1-3-27(4-2)15-17-5-7-21-14-18(6-8-20(21)13-17)16-31-24(29)25-22-11-9-19(10-12-22)23(28)26-30/h5-14,30H,3-4,15-16H2,1-2H3,(H,25,29)(H,26,28)
InChIKey
YALNUENQHAQXEA-UHFFFAOYSA-N
SMILES
C(OCC1=CC=C2C(=C1)C=CC(CN(CC)CC)=C2)(=O)NC1=CC=C(C(NO)=O)C=C1
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

American Custom Chemicals Corporation
Product number
KIN0000921
Product name
[4-[(HYDROXYAMINO)CARBONYL]PHENYL]CARBAMIC ACID [6-[(DIETHYLAMINO)METHYL]-2-NAPHTHALENYL]METHYL ESTER
Purity
95.00%
Packaging
5MG
Price
$816.75
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
KIN0000921
Product name
[4-[(HYDROXYAMINO)CARBONYL]PHENYL]CARBAMIC ACID [6-[(DIETHYLAMINO)METHYL]-2-NAPHTHALENYL]METHYL ESTER
Purity
95.00%
Packaging
10MG
Price
$1006.58
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
KIN0000921
Product name
[4-[(HYDROXYAMINO)CARBONYL]PHENYL]CARBAMIC ACID [6-[(DIETHYLAMINO)METHYL]-2-NAPHTHALENYL]METHYL ESTER
Purity
95.00%
Packaging
50MG
Price
$1734.23
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
KIN0000921
Product name
[4-[(HYDROXYAMINO)CARBONYL]PHENYL]CARBAMIC ACID [6-[(DIETHYLAMINO)METHYL]-2-NAPHTHALENYL]METHYL ESTER
Purity
95.00%
Packaging
100MG
Price
$2583.16
Updated
2021/12/16
Crysdot
Product number
CD31001769
Product name
Givinostat
Purity
98+%
Packaging
10mg
Price
$260
Updated
2021/12/16
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[4-[(Hydroxyamino)carbonyl]phenyl]carbamic acid [6-[(diethylamino)methyl]-2-naphthalenyl]methyl ester Chemical Properties,Usage,Production

Uses

Givinostat (ITF-2357) is a HDAC inhibitor with an IC50 of 198 and 157 nM for HDAC1 and HDAC3, respectively. Givinostat can be used for Duchenne muscular dystrophy (DMD) research[1].

Definition

ChEBI: N-[4-[(hydroxyamino)-oxomethyl]phenyl]carbamic acid [6-(diethylaminomethyl)-2-naphthalenyl]methyl ester is a carbamate ester.

in vivo

Givinostat (ITF2357) at 10 mg/kg is used as a positive control and, as expected, reduced serum TNFα by 60%. Strikingly, pretreatment of ITF3056 starting at 0.1 mg/kg significantly reduces the circulating TNFα by nearly 90%. To achieve a significant increase in serum IL-1β production, a higher dose of LPS is injected (10 mg/kg), and blood is collected after 4 h. Similarly, when pretreated with lower doses of Givinostat (ITF-2357) (1 or 5 mg/kg), there is a 22% reduction for 1 mg/kg and 40% for 5 mg/kg[1].

IC 50

hHDAC3: 157 nM (IC50); HD1-B: 7.5 nM (IC50); HD1-A: 16 nM (IC50); HD2: 10 nM (IC50); hHDAC1: 198 nM (IC50); hHDAC11: 292 nM (IC50); hHDAC6: 315 nM (IC50); hHDAC2: 325 nM (IC50); hHDAC10: 340 nM (IC50); hHDAC7: 524 nM (IC50); hHDAC5: 532 nM (IC50); hHDAC9: 541 nM (IC50); hHDAC8: 854 nM (IC50); hHDAC4: 1059 nM (IC50)

References

[1] Li S, et al. Specific inhibition of histone deacetylase 8 reduces gene expression and production of proinflammatory cytokines in vitro and in vivo. J Biol Chem. 2015 Jan 23;290(4):2368-78. DOI:10.1074/jbc.M114.618454
[2] Leoni F, et al. The histone deacetylase inhibitor ITF2357 reduces production of pro-inflammatory cytokines in vitro and systemic inflammation in vivo. Mol Med. 2005 Jan-Dec;11(1-12):1-15. DOI:10.2119/2006-00005.Dinarello
[3] Wang YG, et al. Givinostat inhibition of hepatic stellate cell proliferation and protein acetylation. World J Gastroenterol. 2015 Jul 21;21(27):8326-39. DOI:10.3748/wjg.v21.i27.8326

[4-[(Hydroxyamino)carbonyl]phenyl]carbamic acid [6-[(diethylamino)methyl]-2-naphthalenyl]methyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

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[4-[(Hydroxyamino)carbonyl]phenyl]carbamic acid [6-[(diethylamino)methyl]-2-naphthalenyl]methyl ester Suppliers

China 85 United States 5 Global 90
Taizhou Nanfeng Pharmaceutical Research Institute
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497833-27-9, [4-[(Hydroxyamino)carbonyl]phenyl]carbamic acid [6-[(diethylamino)methyl]-2-naphthalenyl]methyl esterRelated Search:

ITF2357 2-((2-Chlorophenyl)(phenyl)aMino)-N-(7-(hydroxyaMino)-7-oxoheptyl)pyriMidine-5-carboxaMide

  • [4-[(Hydroxyamino)carbonyl]phenyl]carbamic acid [6-[(diethylamino)methyl]-2-naphthalenyl]methyl ester
  • Givinostat
  • Givinostat(ITF-2357)
  • Carbamic acid, N-[4-[(hydroxyamino)carbonyl]phenyl]-, [6-[(diethylamino)methyl]-2-naphthalenyl]methylester
  • Gavinostat
  • [6-(diethylaminomethyl)naphthalen-2-yl]methyl N-[4-(hydroxycarbamoyl)phenyl]carbamate
  • CS-2025
  • Givinostat(free base)
  • Carbamic acid, [4-[(hydroxyamino)carbonyl]phenyl]-, [6-[(diethylamino)methyl]-2-naphthalenyl]methyl ester
  • Duvyzat
  • (6-((Diethylamino)methyl)naphthalen-2-yl)methyl (4-(hydroxycarbamoyl)phenyl)carbamate
  • 497833-27-9