6-Aminonicotinamide

HCID 9500

Basic information

CAS
329-89-5
Standard SMILES
NC(=O)c1ccc(N)nc1
InChIKey
ZLWYEPMDOUQDBW-UHFFFAOYSA-N
Molecular formula
C6H7N3O
Average molar mass
137.14 g/mol
Monoisotopic mass
137.05891184

Overview

6-aminonicotinamide is a white crystalline solid. (NTP, 1992)

Names & identifiers

Preferred name
6-Aminonicotinamide
IUPAC
6-aminopyridine-3-carboxamide
English name
6-Aminopyridine-3-carboxamide
Molecular formula
C6H7N3O
Molecular weight
137.14

Names & synonyms

6-aminonicotinamide329-89-53-PYRIDINECARBOXAMIDE, 6-AMINO-2-Amino-5-carbamoylpyridine6-amino-3-pyridinecarboxamide6-Aminonikotinsaeureamid6-Aminonicotinic acid amideNicotinamide, 6-amino-FDA 0121AminonicotinamideNSC 21206SR 4388
Show more names
6-ANfda0121SR-4388NSC-13128
U-8774NSC212066-ANAD6FNW67F2BNSC-21206CHEBI:745146 AminonicotinamideRefChem:104206

Database identifiers

CAS
329-89-5
PubChem CID
9500
DTXSID
DTXSID5051446
ChEMBL
CHEMBL1324108
ChEBI
CHEBI:74514
UNII
D6FNW67F2B
EC Number
206-349-7
Nikkaji
J35.401E

Properties

Computed structural properties

XLogP
0.7
Topological polar surface area
82 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
3
Rotatable bonds
1
Heavy atoms
10

Experimental & physicochemical properties

LogP0.7
Solubilityless than 1 mg/mL at 66 °F (NTP, 1992)
Melting Point473 to 478 °F (NTP, 1992)
Physical Description6-aminonicotinamide is a white crystalline solid. (NTP, 1992)
Collision Cross Section · 3 items

130.2 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: APCI+; Dataset: TOXCAST; Source Identifier: DTXSID5051446]

125.11 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

125.7 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Physicochemical properties

Melting point
245 · 245-248 °C (lit.)
Boiling point
251.97 °C · 251.97°C (rough estimate)
Density
1.262 · 1.2620 (rough estimate)
refractive index
1.691 · 1.6910 (estimate)
storage temp.
Keep in dark place,Inert atmosphere,Room temperature
solubility
2 O; · insoluble in H2O; insoluble in EtOH; ≥13.7 mg/mL in DMSO

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H360 (98.6%): May damage fertility or the unborn child [Danger Reproductive toxicity]

P203, P280, P318, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 72 reports by companies from 5 notifications to the ECHA C&L Inventory.

Hazard information

Fire HazardsFlash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)
Health HazardsACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes of NOx. (NTP, 1992)
Reactive GroupAmides and Imides
Reactivity Profile · 1 item

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).

Air and Water ReactionsInsoluble in water.
Hazard Classes and CategoriesRepr. 1B (98.6%)

Safety & protection

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 item

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 item

SMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. You should then dampen the solid spill material with 60-70% methanol, then transfer the dampened material to a suitable container. Use absorbent paper dampened with methanol to pick up any remaining material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent-wash contaminated surfaces with 60-70% methanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Personal Protective Equipment (PPE) · 1 item

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Safety data

PPE
Eyeshields, Gloves, type P2 (EN 143) respirator cartridges
wgk
3
rtecs
US4550000
ridadr
1655
hs_code
29333990
risk_code
61

Chemistry & industry

Pharmacology

MeSH Pharmacological ClassificationAn agent that causes the production of physical defects in the developing embryo.
Applications · 3 items

Uses6-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.

Usesantineoplastic, apoptosis inducer

General DescriptionWhite crystalline solid.

Upstream & downstream products

Suppliers100 total

上海康恩博医药科技有限公司17510465506 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
上海凌富药物研究有限公司+86(21)5895 0110 19945755304 · [email protected]
Additional notes · 1 item

DefinitionChEBI: 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.

Related reactions

33 records

Compound notes

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