2-Cyclopropyl-6-hydroxypyrimidine-4-carboxylic acid

Name: 2-Cyclopropyl-6-hydroxypyrimidine-4-carboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 858956-25-9
Cat. No. CS-0043174
Molecule weight180.16
Purity≥97%
MDL No.MFCD19689702

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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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2-Cyclopropyl-6-hydroxypyrimidine-4-carboxylic acid|CS-0043174

Structure of 858956-25-9

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General Information

CAS No. 858956-25-9
Cat. No. CS-0043174
Purity ≥97%
MDL No. MFCD19689702
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈N₂O₃
Molecular Weight 180.16
Synonym(s) 2-CYCLOPROPYL-6-OXO-1,6-DIHYDRO-PYRIMIDINE-4-CARBOXYLIC ACID
SMILES O=C(C1=NC(C2CC2)=NC(O)=C1)O

Description

2-Cyclopropyl-6-hydroxypyrimidine-4-carboxylic acid features a pyrimidine core functionalized with a cyclopropyl group at C2, a hydroxyl at C6, and a carboxylic acid at C4. This arrangement imparts enhanced solubility and metabolic stability, enabling direct incorporation into bioactive scaffolds for medicinal chemistry campaigns targeting kinase inhibition and antiviral agents.

Application

2-Cyclopropyl-6-hydroxypyrimidine-4-carboxylic acid serves as a versatile building block for pyrimidine-based heterocycles, enabling efficient functionalization at the 4- and 6-positions. Its hydroxyl and carboxylic acid groups offer orthogonal reactivity for derivatization, while the cyclopropyl substituent enhances metabolic stability. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for medicinal chemistry campaigns and API intermediate synthesis.

Synthesis

Route1
- In-stock
  
  57297-29-7
- In-stock
  
  40876-98-0
- ~63%
- In-stock
  
  858956-25-9
References
- SYNGENTA LIMITED; SYNGENTA PARTICIPATIONS AG; WHITTINGHAM, William, Guy; WINN, Caroline, Louise; GLITHRO, Harry; BOUSSEMGHOUNE, Mohamed, Abdelouahab; ASPINALL, Mary, Bernadette Patent: WO2010/92339 A1, 2010 ; Location in patent: Page/Page column 83-84 ;

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 83.31
LogP 0.7578
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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2-Cyclopropyl-6-hydroxypyrimidine-4-carboxylic acid

CAS No. 858956-25-9

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