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Indinavir Sulfate

Indinavir Sulfate

Product ID I5313
Cas No. 157810-81-6
Purity ≥99%
Product Unit SizeCostQuantityStock
100 mg $61.40 In stock
1 g $78.50 In stock
5 g $168.40 In stock
25 g $718.60 In stock
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  • Product Info
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  • Downloads
  • References
  • Description
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Description

Indinavir is an antiviral drug that treats HIV, acting as a protease inhibitor; this compound also exhibits anti-diabetic and anticancer chemotherapeutic activities. Like other antivirals, indinavir also exerts effects on insulin resistance and glucose tolerance. In vitro, indinavir decreases phosphorylation of the insulin receptor β subunit, inhibits the GLUT4 glucose transporter, and decreases levels of the insulin receptor, sterol regulatory element binding protein 1 (SREBP1), and PPAR-γ, impairing adipocyte function and altering insulin sensitivity. In diabetic rats, indinavir increases glucose tolerance and hyperglycemia, potentially though induction of the suppressor of cytokine signaling 1 (SOCS1) signaling cascade. Indinavir may also exhibit chemotherapeutic potential, as it inhibits adenocarcinoma tumor growth in vivo; this activity may be dependent on inhibition of matrix metalloproteinases. Additionally, indinavir inhibits multiple isotypes of calpain, preventing apoptosis in cellular models.

Product Info

Cas No.

157810-81-6

Purity

≥99%

Formula

C36H47N5O4 • H2O4S

Formula Wt.

711.87

Chemical Name

(2S)-1-[(2S,4R)-4-benzyl-2-hydroxy-5-[[(1S,2R)-2-hydroxy-2, 3-dihydro-1H-inden-1-yl]amino]-5-oxopentyl]-N-tert-butyl-4-(pyridin-3- ylmethyl)piperazine-2-carboxamide;sulfuric acid

IUPAC Name

(2S)-1-[(2S,4R)-4-benzyl-2-hydroxy-5-[[(1S,2R)-2-hydroxy-2, 3-dihydro-1H-inden-1-yl]amino]-5-oxopentyl]-N-tert-butyl-4-(pyridin-3- ylmethyl)piperazine-2-carboxamide;sulfuric acid

Synonym

Crixivan

Solubility

Soluble in Water

Appearance

White to off white powder

Shipping and Storage

Store Temp

Ambient

Ship Temp

Ambient

Downloads

MSDS

I5313 MSDS PDF

Info Sheet

I5313 Info Sheet PDF

Brochures

Antivirals Booklet

References

Ismail WI, King JA, Anwar K, et al. Indinavir and nelfinavir inhibit proximal insulin receptor signaling and salicylate abrogates inhibition: potential role of the NFkappa B pathway. J Cell Biochem. 2013 Aug;114(8):1729-37. PMID: 23386514.

Toschi E, Sgadari C, Malavasi L, et al. Human immunodeficiency virus protease inhibitors reduce the growth of human tumors via a proteasome-independent block of angiogenesis and matrix metalloproteinases. Int J Cancer. 2011 Jan 1;128(1):82-93. PMID: 20617515.

Carper MJ, Cade WT, Cam M, et al. HIV-protease inhibitors induce expression of suppressor of cytokine signaling-1 in insulin-sensitive tissues and promote insulin resistance and type 2 diabetes mellitus. Am J Physiol Endocrinol Metab. 2008 Mar;294(3):E558-67. PMID: 18171911.

Ghibelli L, Mengoni F, Lichtner M, et al. Anti-apoptotic effect of HIV protease inhibitors via direct inhibition of calpain. Biochem Pharmacol. 2003 Oct 15;66(8):1505-12. PMID: 14555228.

Murata H, Hruz PW, Mueckler M. Indinavir inhibits the glucose transporter isoform Glut4 at physiologic concentrations. AIDS. 2002 Apr 12;16(6):859-63. PMID: 11919487.

Caron M, Auclair M, Vigouroux C, et al. The HIV protease inhibitor indinavir impairs sterol regulatory element-binding protein-1 intranuclear localization, inhibits preadipocyte differentiation, and induces insulin resistance. Diabetes. 2001 Jun;50(6):1378-88. PMID: 11375339.

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