ChemicalBook > CAS DataBase List > 3-(5-[1,2]DITHIOLAN-3YL-PENTANOYLAMINO)-PROPYL-AMIDE

3-(5-[1,2]DITHIOLAN-3YL-PENTANOYLAMINO)-PROPYL-AMIDE

Product Name
3-(5-[1,2]DITHIOLAN-3YL-PENTANOYLAMINO)-PROPYL-AMIDE
CAS No.
691410-93-2
Chemical Name
3-(5-[1,2]DITHIOLAN-3YL-PENTANOYLAMINO)-PROPYL-AMIDE
Synonyms
AN-7;AN7,AN 7;α-lipoic acid derivatives;3-(5-[1,2]DITHIOLAN-3YL-PENTANOYLAMINO)-PROPYL-AMIDE;1,2-Dithiolane-3-pentanamide, N,N'-1,3-propanediylbis-;5-(dithiolan-3-yl)-N-[3-[5-(dithiolan-3-yl)pentanoylamino]propyl]pentanamide
CBNumber
CB9712795
Molecular Formula
C19H34N2O2S4
Formula Weight
450.75
MOL File
Mol file
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3-(5-[1,2]DITHIOLAN-3YL-PENTANOYLAMINO)-PROPYL-AMIDE Property

Melting point:
79-81 °C
Boiling point:
702.1±43.0 °C(Predicted)
Density 
1.178±0.06 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
DMF: 10 mg/ml; DMSO: 20 mg/ml; DMSO:PBS (pH 7.2)(1:4): .15 mg/ml; Ethanol: 2 mg/ml
form 
A crystalline solid
pka
15.86±0.46(Predicted)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical
Product number
10006212
Product name
AN-7
Purity
≥98%
Packaging
1mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
10006212
Product name
AN-7
Purity
≥98%
Packaging
5mg
Price
$100
Updated
2024/03/01
Cayman Chemical
Product number
10006212
Product name
AN-7
Purity
≥98%
Packaging
10mg
Price
$184
Updated
2024/03/01
AK Scientific
Product number
7508CR
Product name
5-(Dithiolan-3-yl)-N-[3-[5-(dithiolan-3-yl)pentanoylamino]propyl]pentanamide
Packaging
1mg
Price
$133
Updated
2021/12/16
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3-(5-[1,2]DITHIOLAN-3YL-PENTANOYLAMINO)-PROPYL-AMIDE Chemical Properties,Usage,Production

Description

α-Lipoic acid is a cyclic disulfide antioxidant that interconverts with its reduced dithiol form. It is an essential cofactor for decarboxylation reactions of the citric acid cycle and acts as a general antioxidant.1 AN-7 is a more lipophilic analog of α-lipoic acid with enhanced potency and 1.5-fold increased maximal capacity to stimulate glucose transport into myocytes.2 This identifies the analogs of lipoic acid as potential new treatments for diabetes.

Uses

α-Lipoic Acid Derivative 1 (Compound AN-7) is an α-lipoic acid derivative that enhances glucose transport in skeletal muscle by releasing active α-lipoic acid (LA), significantly improving glucose metabolism. In L6 skeletal muscle cells, α-Lipoic Acid Derivative 1 significantly increases glucose transport rates, approximately 12 times more potent than the parent compound α-lipoic acid (HY-N0492). In a mild diabetic mouse model, 10 mg/kg of α-Lipoic Acid Derivative 1 administered for two weeks significantly reduced blood glucose levels by 39%. α-Lipoic Acid Derivative 1 shows significant potential in research related to glucose metabolism in diabetes[1].

References

1. Biewenga, G.P., Haenen, G.R.M.M., and Bast, A. The pharmacology of the antioxidant lipoic acid Gen. Pharmacol. 29(3),315-331(1997).
2. Gruzman, A., Hidmi, A., Katzhendler, J., et al. Synthesis and characterization of new and potent α-lipoic acid derivatives Bioorg. Med. Chem. 12,1183-1190(2004).

3-(5-[1,2]DITHIOLAN-3YL-PENTANOYLAMINO)-PROPYL-AMIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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691410-93-2, 3-(5-[1,2]DITHIOLAN-3YL-PENTANOYLAMINO)-PROPYL-AMIDERelated Search:


  • AN-7
  • 3-(5-[1,2]DITHIOLAN-3YL-PENTANOYLAMINO)-PROPYL-AMIDE
  • 5-(dithiolan-3-yl)-N-[3-[5-(dithiolan-3-yl)pentanoylamino]propyl]pentanamide
  • α-lipoic acid derivatives
  • AN7,AN 7
  • 1,2-Dithiolane-3-pentanamide, N,N'-1,3-propanediylbis-
  • 691410-93-2
  • C19H34N2O2S4