7-Trifluoromethoxyisatin

Name: 7-Trifluoromethoxyisatin
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 149125-30-4
Cat. No. CS-W006798
Purity≥97%
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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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General Information

CAS No. 149125-30-4
Cat. No. CS-W006798
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₄F₃NO₃
Molecular Weight 231.13
Synonym(s) 7-TRIFLUOROMETHOXY-ISATIN
SMILES O=C1NC2=C(C=CC=C2OC(F)(F)F)C1=O

Description

7-Trifluoromethoxyisatin delivers a potent electron-deficient scaffold for synthetic and medicinal chemistry. The trifluoromethoxy group enhances metabolic stability and lipophilicity, while the isatin core enables direct participation in cyclization, condensation, and transition-metal-catalyzed coupling reactions under standard conditions.

Application

7-Trifluoromethoxyisatin serves as a versatile building block in medicinal chemistry, enabling direct incorporation of electron-withdrawing trifluoromethoxy functionality into heterocyclic scaffolds. Its stability under standard reaction conditions facilitates diverse transformations, including N-alkylation, condensation with amines, and participation in cycloaddition reactions. The compound functions effectively in the synthesis of bioactive molecules, particularly those requiring enhanced metabolic stability and membrane permeability.

Synthesis

Route1
- 848027-63-4
- ~69%
- In-stock
  
  149125-30-4
References
- Wyeth Patent: US2008/255192 A1, 2008 ; Location in patent: Page/Page column 16-17 ;
Route2
- In-stock
  
  1535-75-7
- ~%
- In-stock
  
  149125-30-4
References
- Journal of Medicinal Chemistry, , vol. 50, # 1 p. 21 - 39

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

Quality Control

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Computational Chemistry Data

TPSA 55.4
LogP 1.72
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indolin compounds

Key Words

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7-Trifluoromethoxyisatin

CAS No. 149125-30-4

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