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
Show more names
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
- Formal charge
- 0
- Complexity
- 137
Experimental & physicochemical properties
Collision Cross Section
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
- form
- powder to crystal
- pka
- 15.66 · 15.66±0.50(Predicted)
- color
- White to Light yellow
- Water Solubility
- Soluble in Dimethyl sulfoxide (DMSO). Insoluble in water.
- BRN
- 116042 · 116042
- 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=NC(N)=CC=C1C(N)=O
- CAS DataBase Reference
- 329 · 329-89-5(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 6 FNW67F2B · D6FNW67F2B
- NIST Chemistry Reference
- 6 · Nicotinamide, 6-amino-(329-89-5)
- EPA Substance Registry System
- 6 · 6-Aminonicotinamide (329-89-5)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 8 · GHS08
- Signal word
- Danger
- Hazard statements
- 360 FD · H360FD
- Precautionary statements
- 201 · P201-P308+P313
- PPE
- 2 · Eyeshields, Gloves, type P2 (EN 143) respirator cartridges
- Hazard Codes
- T
- Risk Statements
- 61 · 61
- Safety Statements
- 53 · 53-45
- RIDADR
- 1655 · 1655
- WGK Germany
- 3 · 3
- RTECS
- 4550000 · US4550000
- Hazard Note
- Toxic
- HazardClass
- 6.1 · 6.1
- PackingGroup
- II
- HS Code
- 29333990 · 29333990
- Storage Class
- 6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- Hazard Classifications
- 1 B · Repr. 1B
Safety & regulation
GHS classification
GHS Classification
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
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).
Safety & protection
First Aid
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
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)
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
- Signal word
- Danger
- Symbol(GHS)
- GHS08
- hazard_code
- T
- hazard_note
- Toxic
- safety_code
- 53-45
- hazard_class
- 6.1
- Storage Class
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- packing_group
- II
- Hazard statements
- H360FD
- Hazard Classifications
- Repr. 1B
- Precautionary statements
- P201-P308+P313
Chemistry & industry
Pharmacology
Applications
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
Upstream raw materials
Suppliers100 total
Additional notes
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
Compound notes
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