[3-(1H-Pyrazol-5-yl)phenyl]amine

Name: [3-(1H-Pyrazol-5-yl)phenyl]amine
Brand: ChemScene
Availability: InStock
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CAS No. 89260-46-8
Cat. No. CS-0030073
Purity≥96%
MDL No.MFCD00665959

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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[3-(1H-Pyrazol-5-yl)phenyl]amine|CS-0030073

Structure of 89260-46-8

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General Information

CAS No. 89260-46-8
Cat. No. CS-0030073
Purity ≥96%
MDL No. MFCD00665959
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₉N₃
Molecular Weight 159.19
Synonym(s) 3-(1H-pyrazol-3-yl)aniline
SMILES NC1=CC=CC(C2=NNC=C2)=C1

Description

This pyrazole-phenylamine scaffold integrates a 1H-pyrazol-5-yl moiety with an aryl amine, delivering a rigid, electron-rich platform for molecular design. The conjugated system enhances π-stacking potential and supports facile derivatization at the amine terminus. This compound serves as a key building block in bioactive molecule synthesis, particularly in kinase inhibitor and fluorescent probe development.

Application

[3-(1H-Pyrazol-5-yl)phenyl]amine serves as a versatile building block for heterocyclic scaffolds, enabling efficient construction of biologically relevant architectures. Its dual functionality—aryl amine and pyrazole—supports diverse coupling reactions, including Suzuki-Miyaura and Buchwald-Hartwig protocols, with excellent functional group tolerance. The compound exhibits bench stability and facilitates straightforward purification, making it well-suited for medicinal chemistry campaigns and API intermediate synthesis.

Synthesis

Route1
- In-stock
  
  59843-77-5
- ~98%
- In-stock
  
  89260-46-8
References
- AMGEN INC.; DU, Xiaohui; FU, Zice; HOUZE, Jonathan, B.; JIAO, Xianyun; KIM, Yong-jae; LI, Leping; LIU, Jinqian; LIZARZABURU, Mike; MEDINA, Julio; SHEN, Wang; TURCOTTE, Simon; YU, Ming Patent: WO2010/93849 A2, 2010 ; Location in patent: Page/Page column 58 ; WO 2010/093849 A2
Route2
- 89260-45-7
- In-stock
  
  20583-31-7
- ~%
- In-stock
  
  89260-46-8
References
- US4699915 A1, ; US 4699915 A

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 54.7
LogP 1.6589
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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[3-(1H-Pyrazol-5-yl)phenyl]amine

CAS No. 89260-46-8

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