Nicotinic acid, hydrazide

HCID 11112

Notes Reactions

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Basic information

CAS: 553-53-7
Standard SMILES: NNC(=O)c1cccnc1
InChIKey: KFUSANSHCADHNJ-UHFFFAOYSA-N
Molecular formula: C6H7N3O
Average molar mass: 137.14 g/mol
Monoisotopic mass: 137.05891186

Names & identifiers

Preferred name: Nicotinic acid, hydrazide
IUPAC: pyridine-3-carbohydrazide
English name: Nicotinic acid hydrazide
Molecular formula: C6H7N3O
Molecular weight: 137.14

Names & synonyms

Nicotinic acid hydrazide553-53-7NICOTINIC ACID, HYDRAZIDEDTXSID6020933AF1LLO72TMNSC-36088NSC-18775DTXCID40933RefChem:165748209-041-0NicotinohydrazideNicotinic hydrazide

Show more names

ws102NiazidWS 102NSC 360883-IsoniazidWLN: T6NJ CVMZAKOS BBS-00004102

pyridine-3-carbohydrazide3-Pyridinecarboxylic acid, hydrazideNicotinylhydrazide3-PyridylcarbonylhydrazineNicotinoyl hydrazideNicotinoyl hydrazine3-Pyridoyl hydrazineHydrazine, nicotinoyl-

Database identifiers

CAS: 553-53-7
PubChem CID: 11112
DTXSID: DTXSID6020933
ChEMBL: CHEMBL124495
UNII: AF1LLO72TM
EC Number: 209-041-0
Nikkaji: J6.456D

Properties

Computed structural properties

XLogP: -0.7
Topological polar surface area: 68 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 3
Rotatable bonds: 1
Heavy atoms: 10
Formal charge: 0
Complexity: 126

Physicochemical properties

Melting point: 159 · 159-161 °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,Sealed in dry,Room Temperature
solubility: 2 O: · H2O: soluble50mg/mL
form: Fine Needle-Like Crystalline Powder
pka: 11.43 · 11.43±0.10(Predicted)
color: White to off-white
Water Solubility: Soluble in alcohol, water.
BRN: 119299 · 119299
InChI: InChI=1S/C6H7N3O/c7-9-6(10)5-2-1-3-8-4-5/h1-4H,7H2,(H,9,10)
InChIKey: KFUSANSHCADHNJ-UHFFFAOYSA-N
SMILES: C1=NC=CC=C1C(NN)=O
CAS DataBase Reference: 553 · 553-53-7(CAS DataBase Reference)
FDA UNII: 1 LLO72TM · AF1LLO72TM
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 319 · H319
Precautionary statements: 264 · P264-P280-P305+P351+P338-P337+P313
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 22 · 22-26-36/37/39
RIDADR: 2811 · UN2811
WGK Germany: 3 · 3
RTECS: 1750000 · QT1750000
HazardClass: 6.1 · 6.1
PackingGroup: III
HS Code: 29280000 · 29280000
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 · Eye Irrit. 2
Toxicity: 50 intravenous · LD50 intravenous in mouse: 180mg/kg

Safety & regulation

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
rtecs: QT1750000
ridadr: UN2811
hs_code: 29280000
Toxicity: LD50 intravenous in mouse: 180mg/kg
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 22-26-36/37/39
hazard_class: 6.1
Storage Class: 11 - Combustible Solids
packing_group: III
Hazard statements: H319
Hazard Classifications: Eye Irrit. 2
Precautionary statements: P264-P280-P305+P351+P338-P337+P313

Chemistry & industry

Applications

UsesNicotinic hydrazide was used in hydrazone library formation. It was used to study the oxidation of isonicotinic acid hydrazide (isoniazid) by horseradish peroxidase.

UsesAn Impurity of Isoniazid (I821450), potent antitubercular agent against M. tuberculosis.