1,3-Dihydrothiopheno[3,2-d]pyrimidine-2,4-dione
- Product Name
- 1,3-Dihydrothiopheno[3,2-d]pyrimidine-2,4-dione
- CAS No.
- 16233-51-5
- Chemical Name
- 1,3-Dihydrothiopheno[3,2-d]pyrimidine-2,4-dione
- Synonyms
- 102776;2,4-Dihydr;2-d]pyriMidine-2;2-chloro-4-Morpholinothieno;hieno[3,2-d]pyrimidine-2,4-diol;thieno[3,2-d]pyrimidine-2,4-diol;1H-Thieno[3,2-d]pyrimidine-2,4-dione;Thieno[3,2-d]pyriMidine-2,4-diol(8CI);1H-Thieno[3,2-d][1,3]oxazine-2,4-dione;Thieno[3,2-d]pyrimidine2,4(1H,3H)-dione
- CBNumber
- CB11483285
- Molecular Formula
- C6H4N2O2S
- Formula Weight
- 168.17
- MOL File
- 16233-51-5.mol
1,3-Dihydrothiopheno[3,2-d]pyrimidine-2,4-dione Property
- Melting point:
- >300 °C
- Density
- 1.517±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- pka
- 10.40±0.20(Predicted)
- Appearance
- White to off-white Solid
- InChI
- InChI=1S/C6H4N2O2S/c9-5-4-3(1-2-11-4)7-6(10)8-5/h1-2H,(H2,7,8,9,10)
- InChIKey
- QAFVXBQPQCSSLI-UHFFFAOYSA-N
- SMILES
- C1(=O)NC(=O)C2SC=CC=2N1
- CAS DataBase Reference
- 16233-51-5
Safety
- Risk Statements
- 20/21/22
- Safety Statements
- 24/25-36/37
- HS Code
- 29335990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
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.
N-Bromosuccinimide Price
- Product number
- T344305
- Product name
- Thieno[3,2-d]pyrimidine-2,4(1H,3H)-dione
- Packaging
- 10g
- Price
- $1230
- Updated
- 2021/12/16
- Product number
- W3535
- Product name
- 1H-Thieno[3,2-d]pyrimidine-2,4-dione
- Packaging
- 5g
- Price
- $103
- Updated
- 2021/12/16
- Product number
- 072299
- Product name
- 1H-Thieno[3,2-d]pyrimidine-2,4-dione
- Purity
- 95+%
- Packaging
- 1g
- Price
- $116
- Updated
- 2021/12/16
- Product number
- W3535
- Product name
- 1H-Thieno[3,2-d]pyrimidine-2,4-dione
- Packaging
- 10g
- Price
- $140
- Updated
- 2021/12/16
- Product number
- JK126218
- Product name
- 2,4-Dihydroxythieno[3,2-d]pyrimidine
- Purity
- 97%
- Packaging
- 1g
- Price
- $194
- Updated
- 2021/12/16
1,3-Dihydrothiopheno[3,2-d]pyrimidine-2,4-dione Chemical Properties,Usage,Production
Chemical Properties
Grey solid
Uses
1H-Thieno[3,4-d]pyrimidine-2,4-dione is an analog of thieno[3,4-d]pyrimidine and can serve as an inhibitor of dipeptidyl peptidase IV, PKD (serine/threonine kinases) as well as take part in the synthesis of antagonists of the humane adenosine A2B receptor.
Synthesis
22288-78-4
16233-51-5
The general procedure for the synthesis of thieno[3,2-d]pyrimidine-2,4-dione from methyl 3-amino-2-thiophenecarboxylate was as follows: to a mixed solution containing methyl 3-amino-2-thiophenecarboxylate (101) (100.0 g, 636.9 mmol, 1.0 eq.), acetic acid (705 mL), and water (600 mL) was added slowly over a period of 1 h. To a mixture containing methyl 3-aminothiophene-2-carboxylate (101) ( 154.8 g, 1.91 mol, 3.0 eq.) of an aqueous solution (326 mL). The reaction mixture was stirred at room temperature for 20 hours before being filtered and the filter cake was washed with deionized water (500 mL). The resulting solid was transferred to an appropriately sized reactor, 2M aqueous sodium hydroxide solution (1.65 L) was added and the slurry was stirred for 2 h. The formation of the target product, thieno[3,2-d]pyrimidine-2,4-dione, was confirmed by LCMS. Subsequently, the reaction mixture was cooled to 10 °C and the pH was adjusted to 5.0-6.0 by slow addition of 3M aqueous hydrochloric acid (1.29 L). The slurry was filtered, the solids were washed with deionized water (700 mL) and dried in a vacuum oven at 50 °C for 24 h. Compound 102 (100 g, 94% yield) was obtained as an off-white solid. lCMS (m/z): 169.1 [ M + H]+. 1H NMR (400MHz, DMSO-d6): δ 6.92 (d, J=5.2Hz, 1H), 8.04 (d, J=5.2Hz, 1H), 11.14 (s, 1H), 11.51 (s, 1H).
References
[1] Patent: WO2018/85342, 2018, A1. Location in patent: Page/Page column 25; 30
[2] Patent: WO2011/49332, 2011, A2. Location in patent: Page/Page column 16
[3] Patent: US2012/277424, 2012, A1. Location in patent: Page/Page column 7
[4] Journal of Chemical Research, Miniprint, 1993, # 2, p. 548 - 575
[5] Patent: CN103980287, 2016, B. Location in patent: Paragraph 0117; 0118; 0119
1,3-Dihydrothiopheno[3,2-d]pyrimidine-2,4-dione Preparation Products And Raw materials
Raw materials
Preparation Products
1,3-Dihydrothiopheno[3,2-d]pyrimidine-2,4-dione Suppliers
- Tel
- 0555-8228058 13621628489
- Fax
- 0512-63261912
- sales1@stepuppharm.com
- Country
- China
- ProdList
- 259
- Advantage
- 55
- Tel
- 18210857532; 18210857532
- Fax
- 86-10-82849933
- jkinfo@jkchemical.com
- Country
- China
- ProdList
- 96815
- Advantage
- 76
- Tel
- 021-021-58432009 400-005-6266
- Fax
- 021-58436166
- sales8178@energy-chemical.com
- Country
- China
- ProdList
- 44801
- Advantage
- 61
- Tel
- +86 (0) 571 85 58 67 18
- Fax
- 0086-571-85864795
- Country
- China
- ProdList
- 18207
- Advantage
- 66
- Tel
- +86-21-54098501
- Fax
- +86-21-54096319
- sales@sinch.com.cn
- Country
- China
- ProdList
- 11598
- Advantage
- 64
- Tel
- 21-57721279
- Fax
- QQ:14057904
- sales@shydchem.com.cn
- Country
- China
- ProdList
- 998
- Advantage
- 56
- Tel
- +86-21-68182121
- Fax
- +86-21-68182121
- Country
- China
- ProdList
- 882
- Advantage
- 52
- Tel
- 025-85760892 13376080562
- Fax
- 025-85766769
- sales@habotech.com
- Country
- China
- ProdList
- 884
- Advantage
- 60
- Tel
- 001-857-928-2050 or 1-888-588-9418
- Fax
- 001-617-206-9595
- sales@chemreagents.com
- Country
- United States
- ProdList
- 10186
- Advantage
- 62
- Tel
- 021-50795510 4000665055
- Fax
- 021-50795055
- sales@accelachem.com
- Country
- China
- ProdList
- 11035
- Advantage
- 64
View Lastest Price from 1,3-Dihydrothiopheno[3,2-d]pyrimidine-2,4-dione manufacturers
- Product
- 1,3-Dihydrothiopheno[3,2-d]pyrimidine-2,4-dione 16233-51-5
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.0% min
- Supply Ability
- 100 tons min
- Release date
- 2021-05-07
- Product
- 1,3-Dihydrothiopheno[3,2-d]pyrimidine-2,4-dione 16233-51-5
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 100KG
- Release date
- 2019-05-25