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6-Aminonicotinamide - 10mM in DMSO, high purity , CAS No.329-89-5

    Grade & Purity:
  • 10mM in DMSO
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Item Number
A423365
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A423365-1ml
1ml
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$69.90

6-phosphogluconate dehydrogenase inhibitor

View related series
Compound libraries (12325)

Basic Description

Synonyms 6-aminonicotinamide | 329-89-5 | 6-Aminopyridine-3-carboxamide | 2-Amino-5-carbamoylpyridine | 3-PYRIDINECARBOXAMIDE, 6-AMINO- | 6-Aminonikotinsaeureamid | 6-amino-3-pyridinecarboxamide | 6-Aminonicotinic acid amide | Nicotinamide, 6-amino- | Aminonicotinamide | FDA 0121 | NSC
Specifications & Purity 10mM in DMSO
Biochemical and Physiological Mechanisms 6-phosphogluconate dehydrogenase inhibitor (K i = 0.46 μM). Interferes with glycolysis, resulting in ATP depletion. Active in vivo .
Storage Temp Protected from light,Store at -80°C
Shipped In
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Product Description

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.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Organoheterocyclic compounds
Class 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
Description 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

Associated Targets(Human)

GLP1R Tclin Glucagon-like peptide 1 receptor (111429 Activities)
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PGD Tchem 6-phosphogluconate dehydrogenase (58 Activities)
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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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Associated Targets(non-human)

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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Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

IUPAC Name 6-aminopyridine-3-carboxamide
INCHI InChI=1S/C6H7N3O/c7-5-2-1-4(3-9-5)6(8)10/h1-3H,(H2,7,9)(H2,8,10)
InChIKey ZLWYEPMDOUQDBW-UHFFFAOYSA-N
Smiles C1=CC(=NC=C1C(=O)N)N
Isomeric SMILES C1=CC(=NC=C1C(=O)N)N
WGK Germany 3
RTECS US4550000
Molecular Weight 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=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

Sensitivity Light sensitive.
Melt Point(°C) 245-248°C
Molecular Weight 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

Citations of This Product

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.  (2024)  An injectable selenite-containing hydrogel for synergistic tumor therapy by triggering ROS/RNS generation and disrupting NADPH homeostasis.  CHEMICAL ENGINEERING JOURNAL,  479  (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,     
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,    (116913). 

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