2,5-Dimethyl-1H-pyrrole-3-carboxylic acid

Name: 2,5-Dimethyl-1H-pyrrole-3-carboxylic acid
Brand: ChemScene
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CAS No. 57338-76-8
Cat. No. CS-0084065
Purity≥97%
MDL No.MFCD00203874

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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2,5-Dimethyl-1H-pyrrole-3-carboxylic acid|CS-0084065

Structure of 57338-76-8

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General Information

CAS No. 57338-76-8
Cat. No. CS-0084065
Purity ≥97%
MDL No. MFCD00203874
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₉NO₂
Molecular Weight None
Synonym(s) 2,5-Dimethylpyrrole-3-carboxylic acid
SMILES O=C(C1=C(C)NC(C)=C1)O

Description

2,5-Dimethyl-1H-pyrrole-3-carboxylic acid features a sterically hindered pyrrole core with methyl groups at the 2 and 5 positions, enhancing stability and modulating electronic properties. The carboxylic acid functionality enables direct coupling in peptide synthesis or polymer functionalization. This bench-stable derivative serves as a building block for bioactive heterocycles and conjugated materials.

Application

2,5-Dimethyl-1H-pyrrole-3-carboxylic acid serves as a valuable building block in heterocyclic synthesis, offering enhanced stability and defined regiochemistry for downstream functionalization. Its carboxylic acid group enables straightforward derivatization via amide coupling or esterification, while the methyl substituents provide steric protection and modulate electronic properties. The molecule functions effectively in medicinal chemistry campaigns targeting pyrrole-based scaffolds, particularly in the development of kinase inhibitors and bioactive small molecules.

Synthesis

Route1
- 2199-52-2
- ~63%
- In-stock
  
  57338-76-8
References
- Mironov; Kharitonova; Efimkin; Solomentseva Russian Journal of Organic Chemistry, 2005 , vol. 41, # 11 p. 1654 - 1656
Route2
- 67271-63-0
- ~%
- In-stock
  
  57338-76-8
References
- Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, , vol. 246, p. 31,38

Safety Information

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Signal Word : N/A	UN#: N/A
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Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 53.09
LogP 1.32974
H_Acceptors 1
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Key Words

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2,5-Dimethyl-1H-pyrrole-3-carboxylic acid

CAS No. 57338-76-8

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