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
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)
Safety
- Hazard Codes
- Xi
- RTECS
- UW0495000
- HS Code
- 2933599590
- Toxicity
- LD50 ipr-mus: 370 mg/kg ARZNAD 31,1713,81
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.
N-Bromosuccinimide Price
- Product number
- A0791
- Product name
- 4-Amino-6-hydroxy-2-mercaptopyrimidine
- Packaging
- 25G
- Price
- $29
- Updated
- 2025/07/31
- Product number
- FA11937
- Product name
- 6-Amino-4-hydroxy-2-mercaptopyrimidine
- Packaging
- 100g
- Price
- $139
- Updated
- 2021/12/16
- Product number
- FA11937
- Product name
- 6-Amino-4-hydroxy-2-mercaptopyrimidine
- Packaging
- 25g
- Price
- $60
- Updated
- 2021/12/16
- Product number
- 7175AF
- Product name
- 4-Amino-6-hydroxy-2-mercaptopyrimidine
- Packaging
- 1g
- Price
- $63
- Updated
- 2021/12/16
- Product number
- 3276AH
- Product name
- 4-Amino-6-hydroxy-2-mercaptopyrimidine monohydrate
- Packaging
- 1g
- Price
- $63
- Updated
- 2021/12/16
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
- Product
- 6-Aminothiouracil 1004-40-6
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20T
- Release date
- 2020-05-14
- Product
- 6-Aminothiouracil 1004-40-6
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 25kg
- Release date
- 2019-07-11