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Pyroxamide

Pyroxamide structure

CAS No:
382180-17-8
Formula:
C13H19N3O3
Chemical Name:
Pyroxamide
Synonyms:
2-[1-carbaMoyl-N-(2H-pyran-2-yl)forMaMido]-N-hydroxy-N'-(pyridin-3-yl)octanediaMide;PyroxaMide (NSC 696085);N1-Hydroxy-N8-3-pyridinyl-octanediamide;N1-Hydroxy-N8-(pyridin-3-yl)octanediamide;Octanediamide, N1-hydroxy-N8-3-pyridinyl-;N-Hydroxy-N'-3-pyridinyloctanediamide;Pyroxamide
Categories:
Pharmaceutical Intermediates > Heterocyclic Compound

Description

Pyroxamide is a potent inhibitor of histone deacetylase 1 (HDAC1) with an ID50 of 100 nM. Pyroxamide can induce apoptosis and cell cycle arrest in leukemia.

N'-hydroxy-N-(3-pyridinyl)octanediamide is an aromatic amide.|Pyroxamide has been used in trials studying the treatment of Leukemia, Lymphoma, Small Intestine Cancer, Precancerous Condition, and Myelodysplastic Syndromes, among others.|Pyroxamide is a synthetic derivative of hydroxamic acid with antineoplastic properties, Pyroxamide inhibits histone deacetylases involved in transcription; induces hyperacetylation of core histones, modulating chromatin structure and affecting transcription of some genes that inhibit tumor growth; and induces growth arrest and apoptosis. Pyroxamide is used in clinical studies for cancer chemotherapy. (NCI04)

Pyroxamide Basic Attributes

Molecular Weight：

265.30826

Exact Mass：

265.142639

UNII：

12N86DSS23

NSC Number：

696085

DSSTox ID：

DTXSID70191595

NCI Thesaurus Code：

C2801

HScode：

2933399090

Characteristics

PSA：

91.3

XLogP3：

0.04

Appearance：

white to beige

Density：

1.2±0.1 g/cm3

Refractive Index：

1.570

Water Solubility：

DMSO: soluble10mg/mL (clear solution)

Storage Conditions：

-20°C

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

Marks：

Precautionary statement(s)：

P264, P270, P301+P312, P330, P501

Hazard Statements：

H302

Drug Information

MeSH Entry Terms：

pyroxamide

Pyroxamide Use and Manufacturing

Pyroxamide is an inhibitor of histone deacetylases (HDACs), including HDAC1 (IC50 = 0.1-0.2 μM). It induces growth suppression and cell death of certain types of cancer cells in culture.

Computed Properties

Molecular Weight:265.31
XLogP3:0.9
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:8
Exact Mass:265.14264148
Monoisotopic Mass:265.14264148
Topological Polar Surface Area:91.3
Heavy Atom Count:19
Complexity:284
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Pyroxamide

CAS No.: 382180-17-8

Content: 95%

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