Cas no 5584-18-9 (6-Aminopicolinohydrazide)

6-Aminopicolinohydrazide is a heterocyclic compound featuring both hydrazide and aminopyridine functional groups, making it a versatile intermediate in organic synthesis and pharmaceutical applications. Its structure allows for selective reactivity, particularly in the formation of hydrazones and coordination complexes with transition metals. The presence of the amino group enhances its nucleophilicity, facilitating further derivatization. This compound is valued for its potential in medicinal chemistry, where it serves as a precursor for bioactive molecules, including antimicrobial and antitumor agents. Its stability under standard conditions and solubility in common organic solvents further contribute to its utility in research and industrial processes.
6-Aminopicolinohydrazide structure
6-Aminopicolinohydrazide structure
Product Name:6-Aminopicolinohydrazide
CAS No:5584-18-9
MF:C6H8N4O
MW:152.153920173645
MDL:MFCD18205001
CID:944578
PubChem ID:45122798
Update Time:2025-05-21

6-Aminopicolinohydrazide Chemical and Physical Properties

Names and Identifiers

    • Picolinic acid, 6-amino-, hydrazide (7CI,8CI)
    • 6-Aminopicolinohydrazide
    • 6-Amino-2-pyridinecarbohydrazide
    • 6-AMINOPYRIDINE-2-CARBOHYDRAZIDE
    • SY129373
    • 6-Aminopyridine-2-carboxylic acid hydrazide
    • Z3024
    • F13874
    • AS-79397
    • MFCD18205001
    • Picolinic acid, 6-amino-, hydrazide (7CI,8CI)
    • SCHEMBL15143871
    • 5584-18-9
    • CS-W000292
    • A1-30702
    • AKOS006341983
    • MDL: MFCD18205001
    • Inchi: 1S/C6H8N4O/c7-5-3-1-2-4(9-5)6(11)10-8/h1-3H,8H2,(H2,7,9)(H,10,11)
    • InChI Key: KIZIYKSOOXNJRU-UHFFFAOYSA-N
    • SMILES: O=C(C1C=CC=C(N)N=1)NN

Computed Properties

  • Exact Mass: 152.07
  • Monoisotopic Mass: 152.07
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 150
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 94
  • XLogP3: -0.6

6-Aminopicolinohydrazide Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd.
Y11975-5g
6-Aminopicolinohydrazide
5584-18-9 95%
5g
¥18009.0 2023-09-05
SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd.
Y11975-1g
6-Aminopicolinohydrazide
5584-18-9 95%
1g
¥6759.0 2023-09-05
SHANG HAI SHAO YUAN SHI JI Co., Ltd.
SY129373-0.25g
6-Aminopyridine-2-carbohydrazide
5584-18-9 ≥95%
0.25g
¥890.00 2025-04-14
SHANG HAI SHAO YUAN SHI JI Co., Ltd.
SY129373-1g
6-Aminopyridine-2-carbohydrazide
5584-18-9 ≥95%
1g
¥2401.00 2025-04-14
SHANG HAI SHAO YUAN SHI JI Co., Ltd.
SY129373-5g
6-Aminopyridine-2-carbohydrazide
5584-18-9 ≥95%
5g
¥8401.00 2025-04-14
Chemenu
CM244536-1g
6-Aminopicolinohydrazide
5584-18-9 97%
1g
$448 2021-08-04
CHENG DOU FEI BO YI YAO Technology Co., Ltd.
FB01179-5g
6-aminopicolinohydrazide
5584-18-9 95%
5g
$1362 2023-09-07
Matrix Scientific
225278-1g
6-Aminopyridine-2-carbohydrazide, 95%
5584-18-9 95%
1g
$908.00 2023-09-06
Matrix Scientific
225278-5g
6-Aminopyridine-2-carbohydrazide, 95%
5584-18-9 95%
5g
$1733.00 2023-09-06
abcr
AB533341-250 mg
6-Aminopyridine-2-carbohydrazide; .
5584-18-9
250MG
€471.60 2023-02-01

Additional information on 6-Aminopicolinohydrazide

Recent Advances in the Application of 6-Aminopicolinohydrazide (CAS: 5584-18-9) in Chemical Biology and Pharmaceutical Research

6-Aminopicolinohydrazide (CAS: 5584-18-9) is a versatile chemical compound that has garnered significant attention in recent years due to its potential applications in chemical biology and pharmaceutical research. This hydrazide derivative, characterized by its unique structural features, has been explored for its role in drug discovery, enzyme inhibition, and as a building block in the synthesis of more complex molecules. Recent studies have highlighted its utility in targeting specific biological pathways, making it a compound of interest for therapeutic development.

One of the key areas of research involving 6-Aminopicolinohydrazide is its application in the inhibition of metalloenzymes. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that derivatives of 6-Aminopicolinohydrazide exhibit potent inhibitory activity against matrix metalloproteinases (MMPs), which are implicated in various pathological conditions, including cancer metastasis and inflammatory diseases. The study utilized molecular docking and kinetic assays to elucidate the binding mechanisms, revealing that the hydrazide moiety plays a critical role in chelating the zinc ion at the active site of MMPs.

In addition to its enzyme inhibitory properties, 6-Aminopicolinohydrazide has been investigated as a scaffold for the development of antimicrobial agents. A recent publication in Bioorganic & Medicinal Chemistry Letters reported the synthesis of a series of 6-Aminopicolinohydrazide derivatives with enhanced activity against drug-resistant bacterial strains. The researchers employed a structure-activity relationship (SAR) approach to optimize the compound's efficacy, identifying specific substituents that improve binding affinity to bacterial targets such as DNA gyrase.

Another promising avenue of research involves the use of 6-Aminopicolinohydrazide in the design of fluorescent probes for biological imaging. A 2024 study in Analytical Chemistry showcased the development of a 6-Aminopicolinohydrazide-based probe capable of selectively detecting reactive oxygen species (ROS) in live cells. The probe's high selectivity and sensitivity were attributed to the hydrazide group's ability to react with ROS, resulting in a measurable fluorescence signal. This innovation holds potential for applications in studying oxidative stress-related diseases.

Despite these advancements, challenges remain in the clinical translation of 6-Aminopicolinohydrazide-based compounds. Issues such as bioavailability, metabolic stability, and off-target effects need to be addressed through further preclinical studies. However, the compound's modular structure and demonstrated biological activity make it a promising candidate for future drug development efforts. Ongoing research aims to explore its potential in other therapeutic areas, including neurodegenerative diseases and autoimmune disorders.

In conclusion, 6-Aminopicolinohydrazide (CAS: 5584-18-9) represents a valuable tool in chemical biology and pharmaceutical research. Its diverse applications—from enzyme inhibition to antimicrobial activity and biological imaging—underscore its versatility. As researchers continue to unravel its mechanisms and optimize its properties, this compound is poised to play an increasingly important role in the development of novel therapeutics and diagnostic tools.

Recommended suppliers
煙臺(tái)朗裕新材料科技有限公司
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
上海嶸奧生物技術(shù)有限公司
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
上海嶸奧生物技術(shù)有限公司
Hangzhou TSurgeX Pharmaceutical Technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Hangzhou TSurgeX Pharmaceutical Technology Co., Ltd.
Nanjing Jubai Biopharm
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Nanjing Jubai Biopharm
NewCan Biotech Limited
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
NewCan Biotech Limited