152828-25-6

Basic information

• Product Name: 2-(4-aminophenyl)-6-tert-butyl-1H-pyrazolo[1,5-b][1,2,4]triazole
• Synonyms: 2-(4-aminophenyl)-6-tert-butyl-1H-pyrazolo[1,5-b][1,2,4]triazole;2-(4-Aminophenyl)-6-tert-buty-1H-pyrazolo[1,5-b][1,2,4]triazol;4-(5-tert-Butyl-3H-1,3,3a,4-tetraazapentalen-2-yl)aniline;4-(6-tert-Butyl-5H-pyrazolo[1,5-b][1,2,4]triazol-2-yl)-aniline
• CAS NO: 152828-25-6
• Molecular Formula: C₁₄H₁₇N₅
• Molecular Weight: 255.32
• EINECS: 415-910-7
• Mol File: 152828-25-6.mol
• Article Data: 0

Chemical Properties

• Appearance: /
• Density: 1.29g/cm³
• Refractive Index: 1.68
• PKA: 6.49±0.10(Predicted)
• CAS DataBase Reference: 2-(4-aminophenyl)-6-tert-butyl-1H-pyrazolo[1,5-b][1,2,4]triazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-aminophenyl)-6-tert-butyl-1H-pyrazolo[1,5-b][1,2,4]triazole(152828-25-6)
• EPA Substance Registry System: 2-(4-aminophenyl)-6-tert-butyl-1H-pyrazolo[1,5-b][1,2,4]triazole(152828-25-6)

Safety Data

• Hazard Codes: Xi,N
• Statements: 43-51/53
• Safety Statements: 22-24-37-61
• Hazardous Substances Data: 152828-25-6(Hazardous Substances Data)

Usage

General Description

2-(4-aminophenyl)-6-tert-butyl-1H-pyrazolo[1,5-b][1,2,4]triazole, also known as PTPRT inhibitor, is a chemical compound that is being researched and developed for its potential therapeutic applications. It is a pyrazolotriazole derivative that has shown promising inhibitory activity against the PTPRT (protein tyrosine phosphatase receptor T) enzyme. PTPRT is an important regulator of cell growth, differentiation, and cell-cell adhesion, and its dysregulation has been implicated in various diseases, including cancer and autoimmune disorders. Therefore, 2-(4-aminophenyl)-6-tert-butyl-1H-pyrazolo[1,5-b][1,2,4]triazole has the potential to be used in the development of targeted therapies for these conditions. Its unique chemical structure and inhibitory activity make it a valuable compound for further research and development in the field of medicinal chemistry.

InChI:InChI=1/C14H17N5/c1-14(2,3)11-8-12-16-13(18-19(12)17-11)9-4-6-10(15)7-5-9/h4-8H,15H2,1-3H3,(H,16,18)

Synthetic route

octane-1-sulfonyl chloride (7795-95-1) + C14H17N5 (152828-25-6) → C22H33N5O2S

Conditions	Yield
With pyridine at 5 - 25℃; for 2h;	91%
With pyridine at 5 - 25℃; for 2h;	91%

4-vinylbenzenesulfonyl chloride (2633-67-2) + C14H17N5 (152828-25-6) → C22H23N5O2S

Conditions	Yield
In tetrahydrofuran; ethyl acetate at 5 - 20℃; for 3h;	91%
With picoline In tetrahydrofuran; ethyl acetate at 20℃; for 3h;	91%
With picoline In tetrahydrofuran; ethyl acetate at 20℃; for 3h;	91%
With picoline In tetrahydrofuran; ethyl acetate at 5 - 20℃; for 3h;	91%

phthalic anhydride (85-44-9) + C14H17N5 (152828-25-6) → C22H19N5O2 (1462320-85-9)

Conditions	Yield
In acetic acid at 120℃; for 3h;	56g

C14H17N5 (152828-25-6) + phenyl chloroformate (1885-14-9) → C21H21N5O2 (1462320-93-9)

Conditions	Yield
at 20℃; for 2h;	50g

C14H17N5 (152828-25-6) → C45H36N10O4 (1462320-86-0)

Conditions	Yield
Multi-step reaction with 2 steps 1: acetic acid / 3 h / 120 °C 2: acetic anhydride / 2 h / 85 °C View Scheme

C14H17N5 (152828-25-6) → C23H18ClN5O3 (1462320-89-3)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: acetic acid / 3 h / 120 °C 2.1: trichlorophosphate / 1 h / 80 °C / Cooling with ice 2.2: 1 h / 80 °C View Scheme

C14H17N5 (152828-25-6) → C29H25N9O2 (1462320-90-6)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: acetic acid / 3 h / 120 °C 2.1: trichlorophosphate / 1 h / 80 °C / Cooling with ice 2.2: 1 h / 80 °C 3.1: pyridine / isopropyl alcohol / 6 h / Reflux View Scheme

C14H17N5 (152828-25-6) → C15H19N5O2S (162208-37-9)

Conditions	Yield
With methanesulfonyl chloride In pyridine at 20℃; for 2h;	42g

C14H17N5 (152828-25-6) → C31H36N10O4S2 (1462320-92-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: methanesulfonyl chloride / pyridine / 2 h / 20 °C 2: acetic acid / 2 h / 85 °C View Scheme

C14H17N5 (152828-25-6) → C33H36N10O2 (1462320-84-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: acetic acid / 2 h / 85 °C 2: acetic acid / 2 h / 85 °C View Scheme

C14H17N5 (152828-25-6) + acetic anhydride (108-24-7) → C16H19N5O (677751-31-4)

Conditions	Yield
In acetic acid at 85℃; for 2h;	37g

C14H17N5 (152828-25-6) + Reaxys ID: 33761178 → Reaxys ID: 33761173

C14H17N5 (152828-25-6) → C45H64N10O4S2

Conditions	Yield
Multi-step reaction with 2 steps 1: pyridine / 2 h / 5 - 25 °C 2: acetic acid / 3 h / 80 °C View Scheme

C14H17N5 (152828-25-6) → C23H33N5O3S

Conditions	Yield
Multi-step reaction with 2 steps 1: pyridine / 2 h / 5 - 25 °C 2: trichlorophosphate / 2 h / 5 - 20 °C View Scheme

C14H17N5 (152828-25-6) → C41H56N10O4S2

Conditions	Yield
Multi-step reaction with 3 steps 1: pyridine / 2 h / 5 - 25 °C 2: trichlorophosphate / 2 h / 5 - 20 °C 3: acetic acid / 3 h / 120 °C View Scheme

Downstream Products

• 1462320-85-9 C₂₂H₁₉N₅O₂ 
• 677751-31-4 C₁₆H₁₉N₅O