1-Naphthohydroxamic acid

Base Information

• Chemical Name: 1-Naphthohydroxamic acid
• CAS No.: 6953-61-3
• Molecular Formula: C11H9 N O2
• Molecular Weight: 187.198
• Hs Code.: 2924299090
• European Community (EC) Number: 677-593-3
• NSC Number: 57457
• DSSTox Substance ID: DTXSID30219789
• Nikkaji Number: J208.758H
• Wikidata: Q83096786
• ChEMBL ID: CHEMBL115468
• Mol file: 6953-61-3.mol

Synonyms:1-Naphthohydroxamic acid;6953-61-3;N-Hydroxy-1-naphthamide;N-Hydroxynaphthalene-1-carboxamide;1-NAPHTHALENECARBOXAMIDE, N-HYDROXY-;HDAC8-IN-2;NSC 57457;alpha-Naphthohydroxamic acid;BRN 2094470;CHEMBL115468;Naphthalene-1-carboxylic acid hydroxyamide;4-09-00-02407 (Beilstein Handbook Reference);a-Naphthohydroxamic acid;8GK;MFCD00059546;naphthylhydroxamic acid;D01BCK;N-Hydroxy-1-naphthamide #;.alpha.-Naphthohydroxamic acid;SCHEMBL2230679;DTXSID30219789;KUC110101N;NSC57457;BDBM50015152;NSC-57457;AKOS000168064;AS-60201;KSC-229-62-1;LS-94478;1-Naphthohydroxamic Acid, >=98% (HPLC);HY-130538;CS-0108907;FT-0636312;N0023;T72838;A836535;HDAC Inhibitor XIX, Compound 2 - CAS 6953-61-3

Chemical Property of 1-Naphthohydroxamic acid

Chemical Property:

• PSA: 49.33000
• Density: 1.291g/cm³
• LogP: 2.34970
• Storage Temp.: 2-8°C
• Solubility.: DMSO: ≥5mg/mL
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 187.063328530
• Heavy Atom Count: 14
• Complexity: 217

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Naphthohydroxamic Acid ^*data from reagent suppliers

Safty Information:

• Statements: 52

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2C(=O)NO
• Uses: 1-Naphthohydroxamic Acid is a potent HDAC inhibitor with efficacy against HDAC8, HDAC1 and HDAC6.

Technology Process of 1-Naphthohydroxamic acid

There total 7 articles about 1-Naphthohydroxamic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

naphthalene-1-carbonic acid chloride (879-18-5) → 1-naphthohydroxamic acid (6953-61-3)

Guidance literature:

With hydroxylamine hydrochloride; sodium hydrogencarbonate; In water; ethyl acetate; at 20 ℃; for 0.0833333h;

Reference yield: 67.0%

1-naphthalene methanol (4780-79-4) → 1-naphthohydroxamic acid (6953-61-3)

Guidance literature:

1-naphthalene methanol; With 1-hydroxy-pyrrolidine-2,5-dione; [bis(acetoxy)iodo]benzene; In acetonitrile; at 0 - 20 ℃; for 3h; Inert atmosphere; Green chemistry;

With hydroxylamine; In water; acetonitrile; for 12h; Inert atmosphere; Green chemistry;

DOI:10.1039/c4ob00693c

Reference yield:

1-naphthalenecarboxylic acid (86-55-5) → 1-naphthohydroxamic acid (6953-61-3)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂; DMF

2: hydroxylamine; Et₃N / H₂O; tetrahydrofuran

With thionyl chloride; hydroxylamine; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; water;

DOI:10.1016/j.bmcl.2007.02.064

upstream raw materials:

naphthalene-1-carbonic acid chloride

methyl 1-naphthoate

1-naphthalenecarboxylic acid

1-naphthalene methanol

Downstream raw materials:

1-amino-naphthalene

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