Sitagliptin phosphate monohydrate
- Product Name
- Sitagliptin phosphate monohydrate
- CAS No.
- 654671-77-9
- Chemical Name
- Sitagliptin phosphate monohydrate
- Synonyms
- Sitagliptin phosphate hydrate;Sitagliptin monohydrate;(R)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)butan-1-one phosphate monohydrate;Sitagliptin Phosphate.H2O;(R)-3-Amino-1-(3-(trifluor;itagliptin phosphate monohydrate;(R)-3-AMino-1-(3-(trifluoroMethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)butan-1-one phosphate hydrate;7-[(3R)-3-Amino-1-oxo-4-(2,4,5-trifluorophenyl)Butyl]-5,6,7,8-tetrahydro-3-(trifluoromethyl)-1,2,4-triazolo[4,3-a]pyrazinephosphatemonohydrate;7-[(3R)-3-amino-1-oxo-4-(2,4,5-trifluorophenyl)butyl]-5,6,7,8-tetrahydro-3-(trifluoromethyl)-1,2,4-triazolo[4,3-a]pyrazine phosphate (1:1) monohydrate;D06645
- CBNumber
- CB11011754
- Molecular Formula
- C16H20F6N5O6P
- Formula Weight
- 523.32
- MOL File
- 654671-77-9.mol
Sitagliptin phosphate monohydrate Property
- Flash point:
- 274.3℃
- storage temp.
- 2-8°C
- solubility
- ≥23.8 mg/mL in DMSO; insoluble in EtOH; ≥30.6 mg/mL in H2O with ultrasonic
- form
- solid
- color
- White to off-white
- optical activity
- -5.53°(C=0.60g/100mL, NAOH, 20°C, 589nm)
- InChI
- InChI=1/C16H15F6N5O.H3O4P/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;1-5(2,3)4/h4,6,9H,1-3,5,7,23H2;(H3,1,2,3,4)/t9-;/s3
- InChIKey
- IQFYVLUXQXSJJN-OVMXBOEKNA-N
- SMILES
- P(O)(O)(O)=O.C(C1=NN=C2CN(C(=O)C[C@H](N)CC3C=C(F)C(F)=CC=3F)CCN12)(F)(F)F |&1:15,r|
- CAS DataBase Reference
- 654671-77-9(CAS DataBase Reference)
Safety
- Risk Statements
- 28-38-41-48-62-63
- Safety Statements
- 24/25-26-28-36/37/39
- HS Code
- 29335990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H319Causes serious eye irritation
H373May cause damage to organs through prolonged or repeated exposure
- Precautionary statements
-
P260Do not breathe dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P314Get medical advice/attention if you feel unwell.
P337+P313IF eye irritation persists: Get medical advice/attention.
N-Bromosuccinimide Price
- Product number
- Y0001812
- Product name
- Sitagliptin phosphate monohydrate
- Purity
- European Pharmacopoeia (EP) Reference Standard
- Packaging
- 120 mg
- Price
- $236
- Updated
- 2025/07/31
- Product number
- PHR1857
- Product name
- Sitagliptin Phosphate
- Purity
- Pharmaceutical Secondary Standard; Certified Reference Material
- Packaging
- 1g
- Price
- $176.7
- Updated
- 2025/07/31
- Product number
- 1612903
- Product name
- Sitagliptin phosphate
- Purity
- United States Pharmacopeia (USP) Reference Standard
- Packaging
- 200mg
- Price
- $425
- Updated
- 2025/07/31
- Product number
- Y0001812
- Product name
- Sitagliptin phosphate monohydrate
- Purity
- EuropePharmacopoeia (EP) Reference Standard
- Packaging
- y0001812
- Price
- $220
- Updated
- 2024/03/01
- Product number
- API0000800
- Product name
- SITAGLIPTIN PHOSPHATE MONOHYDRATE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $918.23
- Updated
- 2021/12/16
Sitagliptin phosphate monohydrate Chemical Properties,Usage,Production
Chemical Properties
white crystalline
Uses
antimuscarinic
Uses
Sitagliptin Phosphate Monohydrate is a dipeptidyl peptidase-IV (DPPIV) inhibitor.
Biological Activity
sitagliptin phosphate monohydrate is the phosphate salt of its active component, sitagliptin, with one molecule of water. sitagliptin is a potent inhibitor of dipeptidyl peptidase 4 (dpp-4), an enzyme catalyzing the cleavage of peptides with an n-terminal alanine or proline amino acid residue, that selectively inhibits dpp-4 with 50% inhibition concentration ic50 value of 18 nm and shows no affinity towards other ddp enzymes (such as ddp-8 and ddp-9). the inhibition of dpp4 by sitagliptin has been found to be mediated by increasing levels of two dpp-4 substrates, including glucagon-like peptide-1 (glp-1) and gastric inhibitory polypeptide (gip). sitagliptin is currently being investigated in the treatment of type ii diabetes.gallwitz b. review of sitagliptin phosphate: a novel treatment for type 2 diabetes. vasc health risk manag. 2007;3(2):203-10.
Synthesis
486460-32-6
654671-77-9
The general procedure for the synthesis of (R)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-yl)-4-(2,4,5-trifluorophenyl)butan-1-one as a raw material and its phosphate hydrate was carried out in the following manner: 8.14 g of (R)-3-amino-1-( 3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-yl)-4-(2,4,5-trifluorophenyl)butan-1-one, 16.3 mL of isopropanol, and 7.3 mL of water, followed by the slow dropwise addition of 1.73 mL of 85% (v/v) phosphoric acid aqueous solution. The temperature of the reaction system was raised to 80 °C until complete dissolution to form a clear solution. The solution was then cooled to 70 °C and the reaction was continuously stirred at this temperature for 2 hours. Upon completion of the reaction, the mixture was cooled to 54 °C at a rate of 8 °C/h and then continued to cool to 22 °C at a rate of 16 °C/h, at which point a large amount of white solid precipitated. 57 mL of isopropanol was added slowly over a period of 40 minutes and stirring was continued for 15 minutes after addition. The white solid was collected by diafiltration and washed twice with 40.7 mL of mixed isopropanol-water solvent (V/V=11:1). Finally, the product was dried under vacuum at 25 °C and -0.08 MPa for 5.5 h to give 10.22 g of white crystalline solid. The purity was 99.91% by HPLC, the moisture content was 3.54% and the molar yield was 97.7%.
target
DPP-4
References
[1] Patent: CN105175422, 2018, B. Location in patent: Paragraph 0070; 0077; 0080; 0083; 0086; 0089; 0092; 0095
[2] Synthetic Communications, 2013, vol. 43, # 24, p. 3281 - 3286
[3] Patent: WO2006/33848, 2006, A1. Location in patent: Page/Page column 14
[4] Patent: WO2005/30127, 2005, A2. Location in patent: Page/Page column 13
[5] Patent: US2013/158265, 2013, A1. Location in patent: Paragraph 0204
Sitagliptin phosphate monohydrate Preparation Products And Raw materials
Raw materials
Preparation Products
Sitagliptin phosphate monohydrate Suppliers
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- Country
- South Africa
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View Lastest Price from Sitagliptin phosphate monohydrate manufacturers
- Product
- Sitagliptin phosphate monohydrate 654671-77-9
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1000KG
- Release date
- 2025-09-28
- Product
- Sitagliptin phosphate monohydrate 654671-77-9
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99% up by HPLC
- Supply Ability
- 20TONS
- Release date
- 2025-07-04
- Product
- Sitagliptin phosphate monohydrate 654671-77-9
- Price
- US $5.00-0.50/KG
- Min. Order
- 0.10000000149011612KG
- Purity
- 99% hplc
- Supply Ability
- 5000kg
- Release date
- 2025-06-06