1-(2,2,2-Trifluoroethyl)pyrazol-4-amine

Name: 1-(2,2,2-Trifluoroethyl)pyrazol-4-amine
Brand: ChemScene
Availability: InStock
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CAS No. 919278-39-0
Cat. No. CS-0037771
Molecule weight165.12
Purity≥95%
MDL No.None

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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+
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1-(2,2,2-Trifluoroethyl)pyrazol-4-amine|CS-0037771

Structure of 919278-39-0

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General Information

CAS No. 919278-39-0
Cat. No. CS-0037771
Purity ≥95%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₆F₃N₃
Molecular Weight 165.12
Synonym(s) 1-(2,2,2-trifluoroethyl)-1H-pyrazol-4-amine
SMILES C1=NN(C=C1N)CC(F)(F)F

Description

1-(2,2,2-Trifluoroethyl)pyrazol-4-amine features a pyrazole core functionalized with a trifluoroethyl group at the 1-position and an amino substituent at the 4-position. This electron-deficient scaffold integrates robust fluorinated handle chemistry with enhanced metabolic stability, enabling direct incorporation into bioactive molecules under standard coupling conditions.

Application

1-(2,2,2-Trifluoroethyl)pyrazol-4-amine serves as a versatile building block in medicinal chemistry, enabling the incorporation of a polar, electron-deficient trifluoromethyl group adjacent to a hydrogen-bond-donating pyrazole amine. Its stability under standard reaction conditions facilitates direct functionalization and coupling reactions, while the trifluoroethyl moiety enhances metabolic stability and modulates lipophilicity—key attributes for optimizing drug-like properties in API development.

Synthesis

Route1
- 919278-38-9
- ~99%
- In-stock
  
  919278-39-0
References
- VERTEX PHARMACEUTICALS INCORPORATED; ARONOV, Alex; COME, Jon, H.; DAVIES, Robert, J.; PIERCE, Albert, C.; WANG, Jian; NANTHAKUMAR, Suganthini; CAO, Jingrong; BANDARAGE, Upul, K.; KRUEGER, Elaine; TIRAN, Amaud, Le; LIAO, Yusheng; MESSERSMITH, David; COLLIER, Philip, N.; GREY, Ronald; O'DOWD, Hardwin; HENDERSON, James, A.; GRILLOT, Anne-Laure Patent: WO2011/87776 A1, 2011 ; Location in patent: Page/Page column 74-75; 78 ; WO 2011/087776 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 43.84
LogP 1.0276
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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1-(2,2,2-Trifluoroethyl)pyrazol-4-amine

CAS No. 919278-39-0

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