6-Oxo-1,4,5,6-tetrahydropyridazine-3-carboxylic acid

Name: 6-Oxo-1,4,5,6-tetrahydropyridazine-3-carboxylic acid
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 27372-38-9
Cat. No. CS-0044466
Purity≥98%
MDL No.MFCD00052030

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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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6-Oxo-1,4,5,6-tetrahydropyridazine-3-carboxylic acid|CS-0044466

Structure of 27372-38-9

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General Information

CAS No. 27372-38-9
Cat. No. CS-0044466
Purity ≥98%
MDL No. MFCD00052030
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₆N₂O₃
Molecular Weight 142.11
Synonym(s) 1,4,5,6-Tetrahydro-6-oxo-3-pyridazinecarboxylic acid
SMILES O=C(C(CC1)=NNC1=O)O

Description

6-Oxo-1,4,5,6-tetrahydropyridazine-3-carboxylic acid features a conjugated β-keto carboxylic acid moiety fused to a partially saturated pyridazine ring, enabling direct incorporation into heterocyclic scaffolds. This electron-deficient core facilitates nucleophilic addition and transition-metal-catalyzed coupling reactions under mild conditions. The molecule exhibits bench-stable handling characteristics and integrates readily into medicinal chemistry campaigns targeting kinase inhibitors and bioactive heterocycles.

Application

6-Oxo-1,4,5,6-tetrahydropyridazine-3-carboxylic acid serves as a versatile building block for heterocyclic synthesis, enabling efficient access to pyridazine-based scaffolds. Its conjugated enone system and carboxylic acid functionality offer orthogonal reactivity for derivatization, including amidation, esterification, and nucleophilic addition. The compound exhibits bench stability and facilitates straightforward purification, making it well-suited for medicinal chemistry campaigns and process development in API synthesis.

Synthesis

Route1
- 42126-21-6
- ~%
- In-stock
  
  27372-38-9
References
- Blaise; Gault Bulletin de la Societe Chimique de France, 1911 , vol. <4> 9, p. 463
Route2
- In-stock
  
  328-50-7
- ~96%
- In-stock
  
  27372-38-9
References
- Lee, Byeongno; Kang, Philjun; Lee, Kyu Hyung; Cho, Jaeheung; Nam, Wonwoo; Lee, Won Koo; Hur, Nam Hwi Tetrahedron Letters, 2013 , vol. 54, # 11 p. 1384 - 1388

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

Quality Control

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Computational Chemistry Data

TPSA 78.76
LogP -0.663
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Other aliphatic heterocycles compounds

Key Words

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6-Oxo-1,4,5,6-tetrahydropyridazine-3-carboxylic acid

CAS No. 27372-38-9

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