56621-98-8

Basic information

• Product Name: 5-AMINO-PYRIMIDINE-2-CARBOXYLIC ACID
• Synonyms: 2-Pyrimidinecarboxylic acid, 5-amino- (9CI);2-Pyrimidinecarboxylicacid, 5-amino-;5-AMINO-PYRIMIDINE-2-CARBOXYLIC ACID
• CAS NO: 56621-98-8
• Molecular Formula: C₅H₅N₃O₂
• Molecular Weight: 139.11
• Product Categories: AMINOACID;PYRIMIDINE;Amino Acids and Derivatives;Heterocycles;pharmacetical
• Mol File: 56621-98-8.mol
• Article Data: 1

Chemical Properties

• Melting Point: 270-274 °C (decomp)
• Boiling Point: 484.8 °C at 760 mmHg
• Flash Point: 247 °C
• Appearance: /
• Density: 1.533 g/cm³
• Vapor Pressure: 3.26E-10mmHg at 25°C
• Refractive Index: 1.663
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 3.75±0.22(Predicted)
• CAS DataBase Reference: 5-AMINO-PYRIMIDINE-2-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 5-AMINO-PYRIMIDINE-2-CARBOXYLIC ACID(56621-98-8)
• EPA Substance Registry System: 5-AMINO-PYRIMIDINE-2-CARBOXYLIC ACID(56621-98-8)

Safety Data

• Hazardous Substances Data: 56621-98-8(Hazardous Substances Data)

Usage

Uses

5-Aminopyrimidine-2-carboxylic Acid is used as a reagent in the synthesis of CDK7 inhibitors.

InChI:InChI=1/C5H5N3O2/c6-3-1-7-4(5(9)10)8-2-3/h1-2H,6H2,(H,9,10)

Upstream product

• 56622-06-1 N'-(2-cyano-pyrimidin-5-yl)-N,N-dimethyl-formamidine 

Downstream Products

• 73418-88-9 methyl 5-aminopyrimidine-2-carboxylate 

Relevant articles and documents

Retinoidal pyrimidinecarboxylic acids. Unexpected diaza-substituent effects in retinobenzoic acids

Several pyridine- and pyrimidine-carboxylic acids were synthesized as ligand candidates for retinoid nuclear receptors, retinoic acid receptors (RARs) and retinoic X receptors (RXRs). Although the pyridine derivatives, 6-[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)carbamoyl]pyridine- 3-carboxylic acid (2b) and 6-[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)carboxamido]pyridin e-3-carboxylic acid (5b) are more potent than the corresponding benzoic acid-type retinoids, Am80 (2a) and Am580 (5a), the replacement of the benzene ring of Am580 (5a), Am555 (6a), or Am55 (7a) with a pyrimidine ring caused loss of the retinoidal activity both in HL-60 cell differentiation assay and in RAR transactivation assay using COS-1 cells. On the other hand, pyrimidine analogs (PA series, 10 and 11) of potent RXR agonists (retinoid synergists) with a diphenylamine skeleton (DA series, 8 and 9) exhibited potent retinoid synergistic activity in HL-60 cell differentiation assay and activated RXRs. Among the synthesized compounds, 2-[N-n-propyl-N-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)amino] pyrimidine-5-carboxylic acid (PA013, 10e) is most active retinoid synergist in HL-60 assay.