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Hexamethylene bisacetamide

Product Name
Hexamethylene bisacetamide
CAS No.
3073-59-4
Chemical Name
Hexamethylene bisacetamide
Synonyms
NSC-95580;N,N′1,6-DIACETAMIDOHEXANE;1,6-Hexanebisacetamide;Hexamethylenediacetamide;hexamethylenebisacetamide;HEXAMETHYLENE BISCETAMIDE;Hexamethylene bisacetamide;N,N'-Diacetyl-1,6-hexadiamine;N-(6-acetamidohexyl)acetamide
CBNumber
CB3374289
Molecular Formula
C10H20N2O2
Formula Weight
200.28
MOL File
3073-59-4.mol
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Hexamethylene bisacetamide Property

Melting point:
128-129 °C(lit.)
Boiling point:
338.01°C (rough estimate)
Density 
0.974
refractive index 
1.4710 (estimate)
storage temp. 
Sealed in dry,Room Temperature
solubility 
water: soluble5%, clear, colorless
form 
A solid
pka
16.20±0.46(Predicted)
color 
White to off-white
Water Solubility 
water: soluble 5%, clear, colorless
BRN 
1775764
InChI
InChI=1S/C10H20N2O2/c1-9(13)11-7-5-3-4-6-8-12-10(2)14/h3-8H2,1-2H3,(H,11,13)(H,12,14)
InChIKey
BNQSTAOJRULKNX-UHFFFAOYSA-N
SMILES
C(NC(=O)C)CCCCCNC(=O)C
CAS DataBase Reference
3073-59-4(CAS DataBase Reference)
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Safety

Risk Statements 
33
Safety Statements 
22-24/25
WGK Germany 
3
RTECS 
AC2976200
HS Code 
29241990
Toxicity
human,TDLo,intravenous,4270mg/kg/10D (4270mg/kg),GASTROINTESTINAL: NAUSEA OR VOMITINGBLOOD: THROMBOCYTOPENIA,Cancer Research. Vol. 47, Pg. 5788, 1987.
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
224235
Product name
N,N′-Hexamethylene bis(acetamide)
Purity
98%
Packaging
10g
Price
$32.4
Updated
2023/01/07
Sigma-Aldrich
Product number
224235
Product name
N,N′-Hexamethylene bis(acetamide)
Purity
98%
Packaging
50g
Price
$120
Updated
2023/01/07
TRC
Product number
H296705
Product name
HexamethyleneBiscetamide
Packaging
25g
Price
$45
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0290614
Product name
N,N'-DIACETYL-1,6-DIAMINOHEXANE
Purity
98.00%
Packaging
5G
Price
$1992.38
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0290614
Product name
N,N'-DIACETYL-1,6-DIAMINOHEXANE
Purity
98.00%
Packaging
250G
Price
$4981.52
Updated
2021/12/16
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Hexamethylene bisacetamide Chemical Properties,Usage,Production

Chemical Properties

white crystalline powder or flakes

Uses

N,N′-Hexamethylene bis(acetamide) was used as an inducing agent in obtaining mononuclear cells from the peripheral blood (PB) sample by Ficoll-Hypaque gradient separation.

Definition

ChEBI: N-(6-acetamidohexyl)acetamide is a member of acetamides.

Biological Activity

Hexamethylene bisacetamide is a tumor cell-differentiating agent. It induces complete differentiation of 754A murine erythroleukemia cells when used at a concentration of 5 mM. Hexamethylene bisacetamide also induces latent HIV-1 viral production in chronically HIV-1-infected U1 cells in a concentration-dependent manner. Implantation of HT-29 colon cancer cells cultured with hexamethylene bisacetamide for seven days, but not 28, reduces tumorigenesis of those cells in mice. Hexamethylene Bisacetamide (HMBA) is a hybrid polar compound originally developed as a differentiation-inducing agent. HMBA can inhibit the activation of several NF kappaB target genes in both lung and breast cancer cell lines. Furthermore, consistent with its ability to inhibit NF kappaB function, HMBA can also sensitize cells to apoptosis. HMBA mediates inhibition of the Akt and ERK/MAPK cascade, both critical for cell survival and proliferation and are well-known regulators of NF kappaB activation[1].

in vivo

Hexamethylene bisacetamide (1000 mg/kg intraperitoneal injection; 500-1000 mg/kg intravenous injection; 400 nmoles 2 μL intracerebroventricular injection; 7 days) has an improved effect in mouse obesity model[5].

Animal Model:Mice with diet-induced obese (DIO) model[5]
Dosage:1,000 mg/kg (i.p.);
500 and 1,000 mg/kg (i.v.);
400 nmoles 2 μL (ICV)
Administration:Intraperitoneal injection (i.p.); 7 days
Intravenous injection (i.v.); 7 days
Intracerebroventricular injection (ICV); 7 days
Result:Ameliorated obese phenotype in DIO mice, reduced weight gain and food intake and improved metabolic parameters in whatever injection way.
Did not cause sickness behaviors in DIO mice in whatever injection way.
Regulate hypothalamic neuropeptide expression in whatever injection way.

References

[1] Anwesha Dey. “Hexamethylene bisacetamide (HMBA) simultaneously targets AKT and MAPK pathway and represses NF kappaB activity: implications for cancer therapy.” Cell Cycle 7 23 (2008): 3759–67.

Hexamethylene bisacetamide Preparation Products And Raw materials

Raw materials

Preparation Products

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Hexamethylene bisacetamide Suppliers

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3073-59-4, Hexamethylene bisacetamideRelated Search:

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  • hexamethylenebisacetamide
  • Hexamethylenediacetamide
  • n,n’-1,6-hexanediylbis-acetamid
  • n,n’-1,6-hexanediylbisacetamide
  • n,n’-diacetylhexamethylenediamine
  • n,n’-hexamethylenebis-acetamid
  • N,N'-Diacetylhexamethylenediamine
  • N-[6-(Acetylamino)hexyl]acetamide
  • NSC-95580
  • 1,6-DIACETAMIDOHEXANE
  • HEXAMETHYLENE BISCETAMIDE
  • Inhibitor,Hexamethylene bisacetamide,HMBA,inhibit
  • N,N'-Diacetyl-1,6-diarninohexane
  • N,N'-(Hexane-1,6-diyl)diacetamide
  • <I>N,N&#8242
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  • Hexamethylene bisacetamide, 10 mM in DMSO
  • N,N'-(Hexane-1,6-diyl)diacetamide , Hexamethylene bisacetamide
  • <i>N,N′</i>-Hexamethylene bis(acetamide)
  • N,N'-(Hexane-1,6-diyl)diacetamide , Hexamethylene bisacetamide
  • 3073-59-4
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  • CH3CONHCH26NHCOCH3
  • Nitrogen Compounds
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  • Protected Amines
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