ChemicalBook > CAS DataBase List > 1,3-Dihydrothiopheno[3,2-d]pyrimidine-2,4-dione

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
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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
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Safety

Risk Statements 
20/21/22
Safety Statements 
24/25-36/37
HS Code 
29335990
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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.

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N-Bromosuccinimide Price

TRC
Product number
T344305
Product name
Thieno[3,2-d]pyrimidine-2,4(1H,3H)-dione
Packaging
10g
Price
$1230
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0094738
Product name
2,4-DIHYDROXYTHIENO[3,2-D]PYRIMIDINE
Purity
95.00%
Packaging
10G
Price
$1510.74
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
62088
Product name
Thieno[3,2-d]pyrimidine-2,4(1H,3H)-dione
Packaging
10g
Price
$2120
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0094738
Product name
2,4-DIHYDROXYTHIENO[3,2-D]PYRIMIDINE
Purity
95.00%
Packaging
5G
Price
$1081.08
Updated
2021/12/16
AK Scientific
Product number
W3535
Product name
1H-Thieno[3,2-d]pyrimidine-2,4-dione
Packaging
5g
Price
$103
Updated
2021/12/16
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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

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1,3-Dihydrothiopheno[3,2-d]pyrimidine-2,4-dione Suppliers

Anhui Shite Pharmaceutical Technology Co., LTD
Tel
0555-8228058 13621628489
Fax
0512-63261912
Email
sales1@stepuppharm.com
Country
China
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259
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J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
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96815
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76
Energy Chemical
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021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
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44801
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61
Capot Chemical Co., Ltd
Tel
+86 (0) 571 85 58 67 18
Fax
0086-571-85864795
Country
China
ProdList
18207
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66
Shanghai Sinch Parmaceuticals Tech. Co. Ltd.
Tel
+86-21-54098501
Fax
+86-21-54096319
Email
sales@sinch.com.cn
Country
China
ProdList
11598
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64
Shanghai Yuanding Chem. Sci. & Tech. Co., Ltd.
Tel
21-57721279
Fax
QQ:14057904
Email
sales@shydchem.com.cn
Country
China
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998
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Shangchem Co., Ltd.
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+86-21-68182121
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+86-21-68182121
Country
China
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882
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Nanjing Habo Medical Technology Co., Ltd.
Tel
025-85760892 13376080562
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025-85766769
Email
sales@habotech.com
Country
China
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884
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Pure Chemistry Scientific Inc.
Tel
001-857-928-2050 or 1-888-588-9418
Fax
001-617-206-9595
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sales@chemreagents.com
Country
United States
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Accela ChemBio Co.,Ltd.
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021-50795510 4000665055
Fax
021-50795055
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sales@accelachem.com
Country
China
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View Lastest Price from 1,3-Dihydrothiopheno[3,2-d]pyrimidine-2,4-dione manufacturers

Shaanxi Dideu Medichem Co. Ltd
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
Career Henan Chemical Co
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

16233-51-5, 1,3-Dihydrothiopheno[3,2-d]pyrimidine-2,4-dioneRelated Search:


  • 1,3-Dihydrothiopheno[3,2-d]pyrimidine-2,4-dione
  • hieno[3,2-d]pyrimidine-2,4-diol
  • 1H-Thieno[3,2-d]pyrimidine-2,4-dione
  • 2,4-Dihydroxythieno[3,2-d]pyrimidine ,97%
  • 1H-Thieno[3,2-d][1,3]oxazine-2,4-dione
  • thieno[3,2-d]pyrimidine-2,4-diol
  • Thieno[3,2-d]pyrimidine2,4(1H,3H)-dione
  • 102776
  • 2-chloro-4-Morpholinothieno
  • 1,3-Dihydrothiopheno[3,2-d]pyrimidine-2,4-dione-2
  • 2,4-Dihydroxythieno[3,2-d]pyrimidine Thieno[3,2-d]pyrimidine-2,4-diol
  • 2-d]pyriMidine-2
  • 1H,2H,3H,4H-thieno[3,2-d]pyriMidine-2,4-dione
  • Thieno[3,2-d]pyriMidine-2,4-diol(8CI)
  • 2,4-Dihydroxythieno[3,2-D]Pyrimidine(WX619939)
  • 2,4-Dihydr
  • 1,3-Dihydrothiopheno[3,2-d]pyrimidine-2,4-dione ISO 9001:2015 REACH
  • Thieno[3,2-d]pyrimidine-2,4(1H,3H)-dione (9CI, ACI)
  • 2,4-Dihydroxythiopheno [3,2-D] pyrimidine
  • 16233-51-5
  • 6233-51-5
  • API intermediates
  • Heterocycles
  • Heterocycle-Pyrimidine series