N-(4-Fluorophenyl)-N'-(4-hydroxyphenyl)cyclopropane-1,1-dicarboxamide

Name: N-(4-Fluorophenyl)-N'-(4-hydroxyphenyl)cyclopropane-1,1-dicarboxamide
Brand: ChemScene
Availability: InStock
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CAS No. 849217-60-3
Cat. No. CS-M3495
Molecule weight314.31
Purity≥98%
MDL No.MFCD22045581

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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N-(4-Fluorophenyl)-N'-(4-hydroxyphenyl)cyclopropane-1,1-dicarboxamide|CS-M3495

Structure of 849217-60-3

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General Information

CAS No. 849217-60-3
Cat. No. CS-M3495
Purity ≥98%
MDL No. MFCD22045581
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₇H₁₅FN₂O₃
Molecular Weight 314.31
Synonym(s) N-(4-Fluorophenyl)-N'-(4-hydroxyphenyl)-1,1-cyclopropanedicarboxamide; N-(4-fluorophenyl)-N-(4-hydroxyphenyl)cyclopropane-1,1-dicarboxamide
SMILES O=C(C1(C(NC2=CC=C(O)C=C2)=O)CC1)NC3=CC=C(F)C=C3

Description

N-(4-Fluorophenyl)-N'-(4-hydroxyphenyl)cyclopropane-1,1-dicarboxamide features a rigid cyclopropane core flanked by electron-rich and electron-deficient aryl groups, enabling precise spatial control in molecular scaffolds. The pendant hydroxyl group offers hydrogen-bonding capacity, while the fluorophenyl moiety enhances metabolic stability and membrane permeability. This compound serves as a key intermediate in targeted small-molecule synthesis.

Application

N-(4-Fluorophenyl)-N'-(4-hydroxyphenyl)cyclopropane-1,1-dicarboxamide serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocyclic scaffolds. Its cyclopropane core imparts conformational rigidity, while the fluorophenyl and hydroxyphenyl moieties offer orthogonal functional handles for further derivatization. The amide linkages ensure stability under standard reaction conditions, facilitating purification and integration into complex molecular architectures.

Synthesis

Route1
- 849217-59-0
- ~92%
- In-stock
  
  849217-60-3
References
- EXELIXIS, INC. Patent: WO2005/30140 A2, 2005 ; Location in patent: Page/Page column 205 ; WO 2005/030140 A2
Route2
- In-stock
  
  849217-48-7
- 123-30-8
- ~85%
- In-stock
  
  849217-60-3
References
- EXELIXIS, INC. Patent: WO2005/30140 A2, 2005 ; Location in patent: Page/Page column 205 ; WO 2005/030140 A2

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 78.43
LogP 2.8887
H_Acceptors 3
H_Donors 3
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Amide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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N-(4-Fluorophenyl)-N'-(4-hydroxyphenyl)cyclopropane-1,1-dicarboxamide

CAS No. 849217-60-3

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