What is the Sitagliptin?

Sitagliptin is yellow grease, while it's Molecular Formula is C16H15F6N5O. yellow grease Labeled Sitagliptin , intended for use as an internal standard for the quantification of Sitagliptin by GC- or LC-mass spectrometry.

What is the CAS number for Sitagliptin?

The CAS number of Sitagliptin is 486460-32-6.

What is Sitagliptin (486460-32-6) used for?

Sitagliptin, a dipeptidyl peptidase-4 (DPP-4) inhibitor, is a first-in-class oraldrug launched for the treatment of type 2 diabetes. It acts by slowing theinactivation of incretins, which are endogenous peptides involved in the physiologicregulation of glucose homeostasis. Incretin hormones, including glucagonlikepeptide-1 (GLP-1) and glucose-dependent insulinotropic polypeptide (GIP),are released by the intestine throughout the day, and levels are increased inresponse to a meal. When blood glucose concentrations are normal or elevated,GLP-1 and GIP increase the synthesis and release of insulin from pancreatic bcells via intracellular signaling pathways involving cAMP. GLP-1 also lowersglucagon secretion from pancreatic αcells, which leads to reduced hepaticglucose production.InChI:InChI=1/C16H15F6N5O/c17-10-6-12(19)11(18)4-8(10)3-9(23)5-14(28)26-1-2-27-13(7-26)24-25-15(27)16(20,21)22/h4,6,9H,1-3,5,7,23H2/t9-/m0/s1

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486460-32-6

Product Name：Sitagliptin free base
Molecular Formula：C₁₆H₁₅F₆N₅O
Purity：99%
Molecular Weight：407.318

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Product Details;

CasNo： 486460-32-6

Molecular Formula： C₁₆H₁₅F₆N₅O

Appearance： yellow grease

Sale Factory Supply High Purity Sitagliptin free base 486460-32-6 In Bulk Supply

Molecular Formula:C16H15F6N5O
Molecular Weight:407.318
Appearance/Colour:yellow grease
Vapor Pressure:0mmHg at 25°C
Melting Point:114.1-115.7 °C
Refractive Index:1.59
Boiling Point:529.9 °C at 760 mmHg
PKA:7.20±0.10(Predicted)
Flash Point:274.3 °C
PSA：77.04000
Density:1.61 g/cm³
LogP:2.65470

Sitagliptin free base (Cas 486460-32-6) Usage

Description	Sitagliptin free base is a pharmaceutical compound with therapeutic applications in the management of type 2 diabetes mellitus (T2DM).
Mechanism of action	Sitagliptin free base is an orally-bioavailable selective Dipeptidyl Peptidase-4 (DPP-4) inhibitor. Sitagliptin works by inhibiting the enzyme DPP-4, which plays a role in metabolizing incretin hormones, particularly glucagon-like peptide-1 (GLP-1) and glucose-dependent insulinotropic polypeptide (GIP).
Originator	Merck (US)
Uses	Sitagliptin was approved by the U.S. Food and Drug Administration (FDA) in 2006. It can be used as monotherapy or in combination with other oral diabetes medications when diet and exercise are not sufficient to control blood glucose levels. Clinical trials have shown that Sitagliptin improves glycemic control by reducing both fasting and postprandial (after-meal) glucose concentrations.
Brand name	Januvia
Metabolism	Sitagliptin undergoes minimal metabolism, mainly by the cytochrome P450 isoenzyme CYP3A4, and to a lesser extent by CYP2C8. Renal excretion of sitagliptin involves active tubular secretion; it is a substrate for organic anion transporter-3 and P-glycoprotein.

InChI:InChI=1/C16H15F6N5O/c17-10-6-12(19)11(18)4-8(10)3-9(23)5-14(28)26-1-2-27-13(7-26)24-25-15(27)16(20,21)22/h4,6,9H,1-3,5,7,23H2/t9-/m0/s1

486460-32-6 Relevant articles

Synthesis of sitagliptin, the active ingredient in Januvia® and Janumet®

Dr. Peter J. Dunn, Dr. Andrew S. Wells, Dr. Michael T. Williams

, Green Chemistry in the Pharmaceutical Industry, 10 March 2010

The hydrogenolysis of PGA-amine 17 was initially accomplished using Pearlman’s catalyst to afford sitagliptin free base 1 in 92% assay yield.

Identification of ammonium chloride as an effective promoter of the asymmetric hydrogenation of a β-enamine amide

Clausen, Andrew M.,Dziadul, Brianne,Cappuccio, Kristine L.,Kaba, Mahmoud,Starbuck, Cindy,Hsiao, Yi,Dowling, Thomas M.

, p. 723 - 726 (2006)

An investigation into the cause of subst...

Synthesis of Sitagliptin Intermediate by a Multi-Enzymatic Cascade System Using Lipase and Transaminase With Benzylamine as an Amino Donor

Taresh P. Khobragade Sharad Sarak Amol D. Pagar Hyunwoo Jeon Pritam Giri Hyungdon Yun*

, Front. Bioeng. Biotechnol., 06 October 2021

Sitagliptin is a well-reported example of a drug containing a β-amino acid moiety as a key component. Sitagliptin, an inhibitor of dipeptidyl peptidase-4, is used as an oral antidiabetic drug to treat type 2 diabetes (Yun et al., 2004; Aschner et al., 2006; Desai, 2011; Villegas-Torres et al., 2015).

486460-32-6 Process route

: 1380521-88-9
(R,R)-N-benzyl-N-(α-methylbenzyl)-1-(2',4',5'-trifluorophenyl)-4-oxo-4-{3''-(trifluoromethyl)-5'',6''-dihydro-1'',2'',4''-triazolo[4,3-α]pyrazin-7''(8''H)-yl}butan-2-amine

: 486460-32-6,823817-55-6
sitagliptin

Conditions

Conditions	Yield
With 30% w/w Pd(OH)2/C; hydrogen; In methanol; for 24h; under 3800.26 Torr;	96%
With 5%-palladium/activated carbon; hydrogen; acetic acid; In methanol; at 50 ℃; for 48h; under 19001.3 Torr;	95%

: 769195-20-2
(3R)-3-[[(1S)-1-carboxamidophenylmethyl]amino]-1-[3-(trifluoromethyl)-6,8-dihydro-5H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl]-4-(2,4,5-trifluorophenyl)butan-1-one

: 486460-32-6,823817-55-6
sitagliptin

Conditions

Conditions	Yield
With 20% palladium hydroxide-activated charcoal; hydrogen; acetic acid; In methanol; water; at 50 ℃; for 14h; under 7500.75 Torr;	85%

486460-32-6 Upstream products

486460-23-5
(R)-tert-butyl 4-oxo-4-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-1-(2,4,5-trifluorophenyl)butan-2-ylcarbamate
157911-56-3
2,4,5-trifluorobenzyl bromide
486460-21-3
3-trifluoromethyl-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine
486460-00-8
(3R)-3-[(1,1-dimethylethoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoic acid