ChemicalBook > CAS DataBase List > 3H-1,2,4-Triazole-3-thione, 5-amino-4-(4-cyclopropyl-1-naphthalenyl)-2,4-dihydro

3H-1,2,4-Triazole-3-thione, 5-amino-4-(4-cyclopropyl-1-naphthalenyl)-2,4-dihydro

Product Name
3H-1,2,4-Triazole-3-thione, 5-amino-4-(4-cyclopropyl-1-naphthalenyl)-2,4-dihydro
CAS No.
878671-96-6
Chemical Name
3H-1,2,4-Triazole-3-thione, 5-amino-4-(4-cyclopropyl-1-naphthalenyl)-2,4-dihydro
Synonyms
2,3-Butanedione,4-bromo-;3H-1,2,4-Triazole-3-thione, 5-amino-4-(4-cyclopropyl-1-napht...;3-Amino-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazole-5-thiol;3-Amino-4-(4-cyclopropyl-1-naphthyl)-1H-1,2,4-triazole-5(4H)-thione;3-amino-4-(4-cyclopropylnaphthalen-1-yl)-1H-1,2,4-triazole-5-thione;5-AMINO-4-(4-CYCLOPROPYLNAPHTHALEN-1-YL)-2H-1,2,4-TRIAZOLE-3-THIONE;3-Amino-4-(4-cyclopropylnaphthalen-1-yl)-1H-1,2,4-triazole-5(4H)-thione;3-amino-4 - (4-cyclopropylnaphthalene - 1-yl) -1H-1,2, 4-triazole-5-thione;3H-1,2,4-Triazole-3-thione, 5-amino-4-(4-cyclopropyl-1-phthalenyl)-2,4-dihydro;5-amino-4-(4-cyclopropylnaphthalen-1-yl)-2,4-dihydro-3H-1,2,4-triazole-3-thione
CBNumber
CB71465755
Molecular Formula
C15H14N4S
Formula Weight
282.36
MOL File
878671-96-6.mol
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3H-1,2,4-Triazole-3-thione, 5-amino-4-(4-cyclopropyl-1-naphthalenyl)-2,4-dihydro Property

Boiling point:
475.2±38.0 °C(Predicted)
Density 
1.52±0.1 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
pka
8.22±0.20(Predicted)
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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.

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
A602180
Product name
5-Amino-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazole-3-thiol
Packaging
25g
Price
$525
Updated
2021/12/16
AK Scientific
Product number
4000AC
Product name
5-Amino-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazole-3-thiol
Packaging
5g
Price
$455
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0098434
Product name
3H-1,2,4-TRIAZOLE-3-THIONE, 5-AMINO-4-(4-CYCLOPROPYL-1-NAPHTHALENYL)-2,4-DIHYDRO
Purity
95.00%
Packaging
1G
Price
$1210.32
Updated
2021/12/16
AK Scientific
Product number
4000AC
Product name
5-Amino-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazole-3-thiol
Packaging
1g
Price
$185
Updated
2021/12/16
Chemenu
Product number
CM119266
Product name
3-Amino-4-(4-cyclopropyl-1-naphthyl)-1H-1,2,4-triazole-5(4H)-thione
Purity
95%
Packaging
5g
Price
$281
Updated
2021/12/16
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3H-1,2,4-Triazole-3-thione, 5-amino-4-(4-cyclopropyl-1-naphthalenyl)-2,4-dihydro Chemical Properties,Usage,Production

Uses

5-Amino-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazole-3-thiol is a derivative of 5-Amino-4-(4-cyclopropyl-1-naphthalenyl)-2,4-dihydro-3H-1,2,4-Triazol-3-one (A602165), which is an impurity of the drug Lesinuard (L329700), which is used to synthesize febuxostat, a non-purine analog inhibitor of xanthine oxidase. Febuxostat is approved by the European Medicines Agency and the US Food and Drug Administration for treating gout.

Synthesis

878671-95-5

1937-19-5

878671-96-6

1-Cyclopropyl-4-isothiocyanato naphthalene (13.3 mmol, 3.0 g) and aminoguanidine hydrochloride (26.6 mmol, 2.9 g) were mixed in 50 mL of N,N-dimethylformamide. N,N-diisopropylethylamine (39.9 mmol, 5.1 g) was slowly added under stirring conditions. The reaction mixture was stirred at room temperature for 50±12 hrs. After completion of the reaction, the solvent was removed to dryness by rotary evaporator. To the residue, 20 mL of 2 M sodium hydroxide solution was added and the reaction was continued for 50 ± 12 hours. After termination of the reaction, the reaction mixture was filtered and the filtrate was adjusted to pH=4 with dilute hydrochloric acid, at which time a large amount of white precipitate was observed to be generated. The precipitate was collected, washed with deionized water and subsequently dried under vacuum at 45-50 °C to afford the intermediate compound 5-amino-4-(4-cyclopropyl-1-naphthalene)-2,4-dihydro-3H-1,2,4-triazole-3-thiol (VI) in 2.85 g yield and 76% yield.

References

[1] Patent: CN105566237, 2016, A. Location in patent: Paragraph 0066; 0067; 0068
[2] Patent: WO2009/70740, 2009, A2. Location in patent: Page/Page column 89-90
[3] Patent: WO2006/26356, 2006, A2. Location in patent: Page/Page column 21
[4] Patent: WO2011/85009, 2011, A2. Location in patent: Page/Page column 37

3H-1,2,4-Triazole-3-thione, 5-amino-4-(4-cyclopropyl-1-naphthalenyl)-2,4-dihydro Preparation Products And Raw materials

Raw materials

Preparation Products

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3H-1,2,4-Triazole-3-thione, 5-amino-4-(4-cyclopropyl-1-naphthalenyl)-2,4-dihydro Suppliers

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View Lastest Price from 3H-1,2,4-Triazole-3-thione, 5-amino-4-(4-cyclopropyl-1-naphthalenyl)-2,4-dihydro manufacturers

Henan Aochuang Chemical Co.,Ltd.
Product
3H-1,2,4-Triazole-3-thione, 5-amino-4-(4-cyclopropyl-1-naphthalenyl)-2,4-dihydro 878671-96-6
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-09-30
Zhuozhou Wenxi import and Export Co., Ltd
Product
3H-1,2,4-Triazole-3-thione, 5-amino-4-(4-cyclopropyl-1-naphthalenyl)-2,4-dihydro 878671-96-6
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10
Zhuozhou Wenxi import and Export Co., Ltd
Product
3H-1,2,4-Triazole-3-thione, 5-amino-4-(4-cyclopropyl-1-naphthalenyl)-2,4-dihydro 878671-96-6
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-09

878671-96-6, 3H-1,2,4-Triazole-3-thione, 5-amino-4-(4-cyclopropyl-1-naphthalenyl)-2,4-dihydroRelated Search:

Lesinurad Impurity J 4-(4-cyclopropylnaphthalen-1-yl)-1H-1,2,4-triazole-5(4H)-thione lesinurad int RDEA 594 Lesinurad Impurity 38 Lesinurad Impurity 32 (Mixture of Isomers) Lesinurad Impurity H Lesinurad Impurity 24 Lesinurad Impurity N Lesinurad Impurity 27 Lesinurad Impurity 22 Lesinurad Impurity 10 1-cyclopropylnaphthalene Lesinurad Impurity 4 N-(4-Cyclopropyl-1-naphthalenyl)-2-formylhydrazinecarbothioamide 3-bromo-4-(4-cyclopropylnaphthalen-1-yl)-1H-1,2,4-triazole-5(4H)-thione Lesinurad Impurity 5 Sodium Salt Lesinurad Impurity 23

  • 3H-1,2,4-Triazole-3-thione, 5-amino-4-(4-cyclopropyl-1-naphthalenyl)-2,4-dihydro
  • 5-amino-4-(4-cyclopropyl-1-naphthalenyl)-2,4-dihydro-3H-1,2,4-Triazole-3-thione
  • 3-Amino-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazole-5-thiol
  • 3-Amino-4-(4-cyclopropylnaphthalen-1-yl)-1H-1,2,4-triazole-5(4H)-thione
  • 3H-1,2,4-Triazole-3-thione, 5-amino-4-(4-cyclopropyl-1-phthalenyl)-2,4-dihydro
  • 5-amino-4-(4-cyclopropylnaphthalen-1-yl)-2,4-dihydro-3H-1,2,4-triazole-3-thione
  • 3-amino-4-(4-cyclopropylnaphthalen-1-yl)-1H-1,2,4-triazole-5-thione
  • 3-Amino-4-(4-cyclopropyl-1-naphthyl)-1H-1,2,4-triazole-5(4H)-thione
  • 3-amino-4 - (4-cyclopropylnaphthalene - 1-yl) -1H-1,2, 4-triazole-5-thione
  • 5-amino-4 -(4-cyclopropyl-1-naphthalene)-2, 4-dihydro-3H-1,2, 4-thiazole-3-mercaptan
  • 3H-1,2,4-TRIAZOLE-3-THIONE,5-AMINO-4-(4-CYCLOPROPYL-1- NAPHTHALENYL)-2,4-DIHYDRO LESINURAD INTERMEDIATE
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  • 2,3-Butanedione,4-bromo-
  • 5-AMINO-4-(4-CYCLOPROPYLNAPHTHALEN-1-YL)-2H-1,2,4-TRIAZOLE-3-THIONE
  • 878671-96-6
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  • Drug Intermediates