ChemicalBook > CAS DataBase List > 6-Aminothiouracil

6-Aminothiouracil

Product Name
6-Aminothiouracil
CAS No.
1004-40-6
Chemical Name
6-Aminothiouracil
Synonyms
AB 48;NSC 1587;NSC 202018;NSC 321193;NSC 321194;AURORA 13795;6-Aminothiouracil;4-Amino-2-thiouracil;6-AMINO-2-THIOURACIL;6-amino-2-thio-uraci
CBNumber
CB6730983
Molecular Formula
C4H5N3OS
Formula Weight
143.17
MOL File
1004-40-6.mol
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6-Aminothiouracil Property

Melting point:
>300?C (dec.)
Boiling point:
246.5°C
Density 
1.397 (estimate)
refractive index 
1.7490 (estimate)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
crystalline solid
pka
7.92±0.20(Predicted)
color 
Off-white
Water Solubility 
256.3mg/L(25 ºC)
InChI
InChI=1S/C4H5N3OS/c5-2-1-3(8)7-4(9)6-2/h1H,(H4,5,6,7,8,9)
InChIKey
YFYYRKDBDBILSD-UHFFFAOYSA-N
SMILES
C1(=S)NC(N)=CC(=O)N1
CAS DataBase Reference
1004-40-6(CAS DataBase Reference)
NIST Chemistry Reference
Uracil, 6-amino-2-thio-(1004-40-6)
EPA Substance Registry System
6-Amino-2-thiouracil (1004-40-6)
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Safety

Hazard Codes 
Xi
RTECS 
UW0495000
HS Code 
2933599590
Toxicity
LD50 ipr-mus: 370 mg/kg ARZNAD 31,1713,81
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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

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

TCI Chemical
Product number
A0791
Product name
4-Amino-6-hydroxy-2-mercaptopyrimidine
Packaging
25G
Price
$29
Updated
2025/07/31
Biosynth Carbosynth
Product number
FA11937
Product name
6-Amino-4-hydroxy-2-mercaptopyrimidine
Packaging
100g
Price
$139
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA11937
Product name
6-Amino-4-hydroxy-2-mercaptopyrimidine
Packaging
25g
Price
$60
Updated
2021/12/16
AK Scientific
Product number
7175AF
Product name
4-Amino-6-hydroxy-2-mercaptopyrimidine
Packaging
1g
Price
$63
Updated
2021/12/16
AK Scientific
Product number
3276AH
Product name
4-Amino-6-hydroxy-2-mercaptopyrimidine monohydrate
Packaging
1g
Price
$63
Updated
2021/12/16
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6-Aminothiouracil Chemical Properties,Usage,Production

Chemical Properties

White Solid

Uses

LAbelled derivative of 6-Amino-2-thiouracil as novel, potent, and selective A3 adenosine receptor antagonists.

Safety Profile

Poison by intraperitoneal route.When heated to decomposition it emits toxic vapors ofNOx and SOx.

Synthesis

17356-08-0

105-56-6

1004-40-6

General procedure for the synthesis of 6-amino-2-thiouracil from the compound (CAS: 17356-08-0) and ethyl cyanoacetate: 101.5 g (1.88 mol) of sodium methanol was accurately weighed in a reaction flask containing 3 L of 670 g ethanol at room temperature. Subsequently, 67.3 g (0.88 mol) of thiourea was added and stirred until complete dissolution. The reaction mixture was heated to 55 °C and then 100 g (0.884 mol) of ethyl cyanoacetate was slowly added. The heating was continued to reflux and the reflux reaction was maintained for 4.5 h. The progress of the reaction was monitored by thin layer chromatography (TLC) and after confirming the completion of the reaction, the reaction solution was cooled to 15 °C. The reaction mixture was filtered and the filter cake was washed once with 170 g ethanol. The washed filter cake was transferred to a 3 L reaction flask and appropriate amount of water was added, followed by 1.3 kg of water and stirred until complete dissolution. The pH of the solution was adjusted to 4 by slowly adding acetic acid at 20 °C, at which point a large amount of solid precipitated. The solid product was collected by filtration using a suction filter. The filter cake was dried at 45 °C overnight to give a final product of 115.4 g of 6-amino-2-thiouracil in 91.7% yield.

References

[1] Patent: CN106008633, 2016, A. Location in patent: Paragraph 0065; 0066; 0067; 0068
[2] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1996, vol. 35, # 7, p. 662 - 668
[3] Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 13, p. 4612 - 4621
[4] Organic and Biomolecular Chemistry, 2018, vol. 16, # 18, p. 3389 - 3395
[5] Australian Journal of Chemistry, 2007, vol. 60, # 2, p. 120 - 123

6-Aminothiouracil Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 6-Aminothiouracil manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
6-Aminothiouracil 1004-40-6
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20T
Release date
2020-05-14
Career Henan Chemical Co
Product
6-Aminothiouracil 1004-40-6
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
25kg
Release date
2019-07-11

1004-40-6, 6-AminothiouracilRelated Search:


  • 4-Amino-2-thiouracil
  • 4-AMINO-6-HYDROXY-2-MERCAPTOPYRIMIDINE
  • AURORA 13795
  • OTAVA-BB BB7013910011
  • 6-AMINO-2-THIOXO-2,3-DIHYDRO-1H-PYRIMIDIN-4-ONE
  • 6-AMINO-2-THIOXO-2,3-DIHYDROPYRIMIDIN-4(1H)-ONE
  • 6-Aminothiouracil
  • 6-amino-2,3-dihydro-2-thioxo-4(1h)-pyrimidinone
  • 2-Mercapto-6-aminouracil
  • 2-MERCAPTO-4-HYDROXY-6-AMINO-PYRIMIDINE
  • 6-AMINO-4-KETO-2-THIOPYRIMIDINE
  • 6-Amino-2-sulfanylidene-1H-pyrimidin-4-one
  • 6-AMINO-2-THIOURACIL
  • 4(1H)-Pyrimidinone, 6-amino-2,3-dihydro-2-thioxo- (9CI)
  • 4-Amino-2-mercaptouracil
  • NSC 1587
  • NSC 202018
  • NSC 321193
  • NSC 321194
  • 6-Amino-2,3-dihydro-2-thioxopyrimidin-4(1H)-one 97%
  • 6-Amino-2-thiouracil, 4-Amino-6-hydroxypyrimidine-2-thiol
  • 6-Amino-2,3-dihydro-2-thioxo-1H-pyrimidin-4-one
  • 6-Amino-2,3-dihydro-2-thioxopyrimidin-4(1H)-one
  • 4(1H)-Pyrimidinone, 6-amino-2,3-dihydro-2-thioxo-
  • 6-amino-2,3-dihydro-2-thioxo-4(1h)-pyrimidinon
  • 6-amino-2-thio-uraci
  • 6-Amino-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone
  • AB 48
  • Pyrimidin-4-ol, 6-amino-2-mercapto-
  • 6-Amino-2-mercapto-pyrimidin-4-ol ,97%
  • 2-Thioxo-6-amino-1,2-dihydropyrimidine-4(3H)-one
  • 6-Amino-2-mercaptopyrimidin-4(1H)-one
  • 6-Amino-2-thioxo-1,2-dihydropyrimidine-4(3H)-one
  • 4-Amino-2-thiouracil Discontinued See: A630455
  • 4-amino-6-hydroxy-2-thiopyrimidine
  • 6-Amino-2-mercapto-pyrimidin-4-ol ,98%
  • 2-thio-6-aminouracil
  • 1004-40-6
  • C4H5N3OS
  • Heterocycle-Pyrimidine series
  • Chemical Amines
  • Bases & Related Reagents
  • Heterocycles
  • Nucleotides
  • Sulfur & Selenium Compounds
  • Imidazoles & Benzimidazoles
  • Pyrazines, Pyrimidines & Pyridazines
  • PYRIMIDINE
  • Pyridines, Pyrimidines, Purines and Pteredines
  • Amines
  • Pyrazines, Pyrimidines & Pyridazines
  • Imidazoles & Benzimidazoles