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6-Aminopyridine-3-carboxamide

Product Name
6-Aminopyridine-3-carboxamide
CAS No.
329-89-5
Chemical Name
6-Aminopyridine-3-carboxamide
Synonyms
6-AN;6-ANA;U-8774;fda0121;SR-4388;FDA 0121;nsc21206;NSC 21206;NSC-13128;BRN 2034522
CBNumber
CB9224555
Molecular Formula
C6H7N3O
Formula Weight
137.14
MOL File
329-89-5.mol
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6-Aminopyridine-3-carboxamide Property

Melting point:
245-248 °C (lit.)
Boiling point:
251.97°C (rough estimate)
Density 
1.2620 (rough estimate)
refractive index 
1.6910 (estimate)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
insoluble in H2O; insoluble in EtOH; ≥13.7 mg/mL in DMSO
form 
powder to crystal
pka
15.66±0.50(Predicted)
color 
White to Light yellow
Water Solubility 
Soluble in Dimethyl sulfoxide (DMSO). Insoluble in water.
BRN 
116042
CAS DataBase Reference
329-89-5(CAS DataBase Reference)
NIST Chemistry Reference
Nicotinamide, 6-amino-(329-89-5)
EPA Substance Registry System
6-Aminonicotinamide (329-89-5)
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Safety

Hazard Codes 
T
Risk Statements 
61
Safety Statements 
53-45
RIDADR 
1655
WGK Germany 
3
RTECS 
US4550000
Hazard Note 
Toxic
HazardClass 
6.1
PackingGroup 
II
HS Code 
29333990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Precautionary statements

P201Obtain special instructions before use.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A68203
Product name
6-Aminonicotinamide
Purity
99%
Packaging
1g
Price
$134
Updated
2024/03/01
Sigma-Aldrich
Product number
A68203
Product name
6-Aminonicotinamide
Purity
99%
Packaging
5g
Price
$555
Updated
2024/03/01
TCI Chemical
Product number
A0986
Product name
6-Aminonicotinamide
Purity
>99.0%(T)
Packaging
1g
Price
$110
Updated
2024/03/01
TCI Chemical
Product number
A0986
Product name
6-Aminonicotinamide
Purity
>99.0%(T)
Packaging
5g
Price
$354
Updated
2024/03/01
Alfa Aesar
Product number
L06692
Product name
6-Aminonicotinamide, 99%
Packaging
1g
Price
$59.65
Updated
2024/03/01
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6-Aminopyridine-3-carboxamide Chemical Properties,Usage,Production

Uses

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.

Uses

antineoplastic, apoptosis inducer

Definition

ChEBI: A monocarboxylic acid amide resulting from the formal condensation of the carboxy group of 6-aminonicotinic acid with ammonia. An inhibitor of the NADP+-dependent enzyme, 6-phosphogluconate dehydrogenase, it interferes with glycolysis resulting in ATP depletion and synergizes with DNA-crosslinking chemotherapy drugs, such as cisplatin, in killing cancer cells.

General Description

White crystalline solid.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

An amine and amide. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides. Organic amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx).

Health Hazard

ACUTE/CHRONIC HAZARDS: When heated to decomposition 6-Aminopyridine-3-carboxamide emits toxic fumes of NOx.

Fire Hazard

Flash point data for 6-Aminopyridine-3-carboxamide are not available; however, 6-Aminopyridine-3-carboxamide is probably combustible.

Biological Activity

ki: 0.46 μm6-aminonicotinamide is a 6-phosphogluconate dehydrogenase inhibitor.6-phosphogluconate dehydrogenase, an enzyme in the pentose phosphate pathway, can produce ribulose 5-phosphate from 6-phosphogluconate. 6-phosphogluconate dehydrogenase is also an oxidative carboxylase catalyzing the decarboxylating reduction of 6-phosphogluconate into ribulose 5-phosphate in the presence of nadp.

in vitro

6-aminonicotinamide could be metabolized to 6-amino-nad(p+), a competitive inhibitor of nad(p+)-requiring processes, especially the pentose phosphate pathway enzyme, 6-phosphogluconate dehydrogenase. moreove, 6-aminonicotinamide as a single agent could cause a significant inhibition of glycolytic flux but had no effect on the pentose phosphate pathway. 31p-nmr studies of perifused rif-1 cells indicated that 4 h of exposure to 6-aminonicotinamide was enough to cause significant accumulation of 6-phosphogluconate, the substrate for this enzyme [1].

in vivo

the influence of 6-aminonicotinamide on the g-6-p-dh- and 6-pg-dh-levels of the pentose phosphate pathway in the kidney was investigated. following i.p. administration of 6-aminonicotinamide at 6 mg/kg, the 6-pg-level rose from a value less than 10 nmoles/g to 1000 nmoles/g fresh weight within 24 h. in addition, at the end of the assay, after 7 days, a 6-pg-concentration of about 150 nmoles/g fresh weight was still seen. moreove, the g-6-p level simultaneously rose with the 6-pg-level to about 150% of the control level and returned to normal on the 5th day [2].

References

[1] street, j. c.,alfieri, a.a. and koutcher, j.a. quantitation of metabolic and radiobiological effects of 6-aminonicotinamide in rif-1 tumor cells in vitro. cancer research 57, 3956-3962 (1997).
[2] lange, k. and proft, e.r. inhibition of the 6-phosphogluconate dehydrogenase in the rat kidney by 6-aminonicotinamide. naunyn-schmiedeberg's archives of pharmacology 267, 177-180 (1970).

6-Aminopyridine-3-carboxamide Preparation Products And Raw materials

Raw materials

Preparation Products

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6-Aminopyridine-3-carboxamide Suppliers

Shanghai Sealing Biotechnology Co. Ltd..
Tel
15721176654
Email
1815535157@qq.com
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China
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J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
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96815
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Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
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TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
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Energy Chemical
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021-021-58432009 400-005-6266
Fax
021-58436166
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sales8178@energy-chemical.com
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China
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Shandong Xiya Chemical Co., Ltd
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4009903999 13355009207
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0539-6365991
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3007715519@qq.com
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China
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18738
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Syntechem Co.,Ltd
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Fax
E-Mail Inquiry
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info@syntechem.com
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China
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Sichuan Kulinan Technology Co., Ltd
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400-1166-196 18981987031
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028-84555506 800101999
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cdhxsj@163.com
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China
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RYSS TECH LTD
Tel
400-188-0725 +86 21 34310725 13611771617
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+86 21 34311076
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China
ProdList
2002
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Shanghai Sunway Pharmaceutical Technology Co., Ltd
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021-51613915-820 13611835272
Fax
021 51613951
Email
mmwang@sunwaypharm.cn
Country
China
ProdList
9734
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57
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View Lastest Price from 6-Aminopyridine-3-carboxamide manufacturers

Honest Joy Holdings Limited
Product
6-Aminonicotinamide 329-89-5
Price
US $0.00/KG
Min. Order
1KG
Purity
98.0%
Supply Ability
100 tons
Release date
2022-02-20
Career Henan Chemical Co
Product
6-Aminopyridine-3-carboxamide 329-89-5
Price
US $1.00/KG
Min. Order
1KG
Purity
98% HPLC
Supply Ability
10 tons/month
Release date
2020-01-09

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