6-Aminonicotinamide - ≥98% , CAS No.329-89-5

CAS: 329-89-5 Cat. No.: A112600 Summenformel: C₆H₇N₃O Molekulargewicht: 137.14 Beilstein Registry Number: 116042 EG-Nummer: 206-349-7

GRADE & PURITY ≥98%

Synonyms

BP-13037 | WLN: T6NJ BZ EVZ | 6-azanylpyridine-3-carboxamide | 6-amino-3-pyridinecarboxamide | 2-Aminopyridine-5-carboxamide | 6-Aminonitoinamide | CCRIS 7679 | KBio3_002955 | DTXSID5051446 | FDA 0121 | s9783 | A821549 | MFCD00006327 | HY-W010342 | UNII-D

Storage

Protected from light,Room temperature

Shipped In

Normal

Übersicht

Product Application：

6-Aminonicotinamide induces apoptosis in tumor cells. It is clinically used in disseminated neoplastic disease. It also acts as 6-phosphogluconate dehydrogenase inhibitor. It aids in the treatment of psoriasis. It is used as cancer chemotherapeutic drug in animals.

Specifications

Synonyme

BP-13037 | WLN: T6NJ BZ EVZ | 6-azanylpyridine-3-carboxamide | 6-amino-3-pyridinecarboxamide | 2-Aminopyridine-5-carboxamide | 6-Aminonitoinamide | CCRIS 7679 | KBio3_002955 | DTXSID5051446 | FDA 0121 | s9783 | A821549 | MFCD00006327 | HY-W010342 | UNII-D

Spezifikationen & Reinheit

≥98%

Biochemische und physiologische Mechanismen

6-phosphogluconate dehydrogenase inhibitor (K i = 0.46 μM). Interferes with glycolysis, resulting in ATP depletion. Active in vivo .

Storage

Protected from light,Room temperature

Verschickt in

Normal

Aktionsart

INHIBITOR

Hinweis

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Reinheit

≥98%

Namen und Kennungen

• Pubchem Sid: 488180986
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488180986
• Kanonisches Lächeln: C1=CC(=NC=C1C(=O)N)N
• IUPAC Name: 6-aminopyridine-3-carboxamide
• InChIKey: ZLWYEPMDOUQDBW-UHFFFAOYSA-N
• INCHI: 1S/C6H7N3O/c7-5-2-1-4(3-9-5)6(8)10/h1-3H,(H2,7,9)(H2,8,10)
• Isomere SMILES: C1=CC(=NC=C1C(=O)N)N
• WGK Deutschland: 3
• RTECS: US4550000
• Molekulargewicht: 137.14
• Beilstein: 116042
• Reaxy-Rn: 116042
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=116042&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Klasse Pyridines and derivatives
      • Subclass Pyridinecarboxylic acids and derivatives
        • Ebene5 Pyridinecarboxamides
          • Ebene6 Nicotinamides

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Klasse: Pyridines and derivatives
• Subclass: Pyridinecarboxylic acids and derivatives
• Intermediate Tree Nodes: Pyridinecarboxamides
• Direct Parent: Nicotinamides
• Alternative Parents: Dihydropyridinecarboxylic acids and derivatives Imidolactams Heteroaromatic compounds Carboximidic acids Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Dihydropyridinecarboxylic acid derivative - Nicotinamide - Dihydropyridine - Imidolactam - Hydropyridine - Heteroaromatic compound - Carboximidic acid - Carboximidic acid derivative - Azacycle - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Organopnictogen compound - Organic oxygen compound - Aromatic heteromonocyclic compound
• Beschreibung: This compound belongs to the class of organic compounds known as nicotinamides. These are heterocyclic aromatic compounds containing a pyridine ring substituted at position 3 by a carboxamide group.
• External Descriptors: a small molecule

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

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GLP1R Tclin Glucagon-like peptide 1 receptor (111429 Activities)

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PGD Tchem 6-phosphogluconate dehydrogenase (58 Activities)

Discover Target: PGD

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A498 (42825 Activities)

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ACHN (49357 Activities)

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CAKI-1 (44928 Activities)

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CCRF-CEM (65223 Activities)

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COLO 205 (50209 Activities)

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DU-145 (51482 Activities)

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HL-60 (67320 Activities)

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HT-29 (80576 Activities)

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K562 (73714 Activities)

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KM12 (47707 Activities)

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M14 (47487 Activities)

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MCF7 (126967 Activities)

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MOLT-4 (49676 Activities)

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OVCAR-3 (48710 Activities)

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OVCAR-4 (44535 Activities)

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OVCAR-5 (45555 Activities)

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OVCAR-8 (47708 Activities)

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PC-3 (62116 Activities)

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RPMI-8226 (44974 Activities)

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RXF 393 (41971 Activities)

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SF-295 (48000 Activities)

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SK-MEL-2 (46422 Activities)

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SK-MEL-28 (48833 Activities)

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SK-MEL-5 (47095 Activities)

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SK-OV-3 (52876 Activities)

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SN12C (47755 Activities)

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SNB-19 (46794 Activities)

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TK-10 (45540 Activities)

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U-251 (51189 Activities)

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UACC-257 (46019 Activities)

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UACC-62 (47335 Activities)

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UO-31 (46270 Activities)

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786-0 (47912 Activities)

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A549 (127892 Activities)

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NCI/ADR-RES (33767 Activities)

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T47D (39041 Activities)

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EKVX (44102 Activities)

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NCI-H322M (45589 Activities)

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HCC 2998 (41480 Activities)

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HCT-116 (91556 Activities)

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HOP-92 (41141 Activities)

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Hs-578T (29457 Activities)

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HepG2 (196354 Activities)

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NCI-H460 (60772 Activities)

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SF-268 (49410 Activities)

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IGROV-1 (47897 Activities)

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LOX IMVI (44321 Activities)

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HOP-62 (47048 Activities)

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Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

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SARS-CoV-2 (38078 Activities)

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Sarm1 NAD(+) hydrolase SARM1 (23 Activities)

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Wirkungsmechanismen

Chemische und physikalische Eigenschaften

• Löslichkeit: Soluble in Dimethyl sulfoxide (DMSO). Insoluble in water.
• Empfindlichkeit: Light sensitive.
• Schmelzpunkt (°C): 245-248°C
• Molekulargewicht: 137.140 g/mol
• XLogP3: 0.700
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 137.059 Da
• Monoisotopic Mass: 137.059 Da
• Topological Polar Surface Area: 82.000 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 137.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referenzen

1. Weiyong Tao, Xiaodan Wu, Jiaqi Li, Feige Wu, Chen Chen, Ting Jiang, Cunjing Xu, Shangtong Jiang, Jianglin Wang, Bo Xiao, Yingying Du, Shengmin Zhang.  (2023)  An injectable selenite-containing hydrogel for synergistic tumor therapy by triggering ROS/RNS generation and disrupting NADPH homeostasis.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2023.147437]

2. Mingye Li, Yuyu Dong, Zheng Wang, Yanjun Zhao, Yujie Dai, Baoxin Zhang.  (2024)  Engineering Hypoxia-Responsive 6-Aminonicotinamide Prodrugs for On-Demand NADPH Depletion and Redox Manipulation.  Journal of Materials Chemistry B,      [PMID:39129477] [10.1039/D4TB01338G]

3. Jiani Zhan, Yijia Chen, Yuying Liu, Yunqiu Chen, Zhiyao Li, Xuewen Li, Zhenning He, Fangzhou Meng, Xiaoyang Qian, Lili Yang, Qing Yang.  (2025)  IDO1-mediated AhR activation up-regulates pentose phosphate pathway via NRF2 to inhibit ferroptosis in lung cancer.  BIOCHEMICAL PHARMACOLOGY,      [PMID:40164341] [10.1016/j.bcp.2025.116913]

Häufig gestellte Fragen

What is the purity of this product?

This product is supplied at ≥98% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at room temperature, protected from light. The material is light-sensitive — keep it in its original opaque or amber container.

How is this product shipped?

This product ships under standard ambient conditions. No temperature-controlled packaging is required.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 329-89-5, the molecular formula is C6H7N3O, and the molecular weight is 137.14 g/mol. InChIKey ZLWYEPMDOUQDBW-UHFFFAOYSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.