Acetohydrazide
ACETOHYDRAZIDE · ACETIC HYDRAZIDE · ACETYLHYDRAZINE · 374 · Acetyl hydrazide · ACETIC ACID HYDRAZIDE · Acetohydrazid · Acetyl drazide
Identifiers & Physical Properties
| CAS No. | 1068-57-1 |
|---|---|
| Molecular formula | C2H6N2O |
| Average molar mass | 74.08 g/mol |
| Monoisotopic mass | 74.04801282 g/mol |
| SMILES | CC(=O)NN |
| InChIKey | OFLXLNCGODUUOT-UHFFFAOYSA-N |
| PubChem CID | 14039 |
| ChEMBL | CHEMBL3091859 |
| ChEBI | CHEBI:2422 |
| EC No. | 213-948-7 |
| DTXSID | DTXSID9020900 |
Chemical & Physical Properties
| XLogP | -1.6 |
|---|---|
| Topological polar surface area | 55.1 |
| Hydrogen bond donors | 2 |
| Hydrogen bond acceptors | 2 |
| Rotatable bonds | 0 |
| Heavy atoms | 5 |
| Formal charge | 0 |
| Complexity | 42 |
| Melting point | 58-68 °C (lit.) |
| Boiling point | 129 °C/18 mmHg (lit.) |
| Density | 1.0968 (rough estimate) |
| Refractive index | 1.4264 (estimate) |
| Flash point | >230 °F |
| Storage conditions | Keep in dark place,Inert atmosphere,2-8°C |
| Solubility | DMSO (Slightly), Methanol (Slightly)soluble |
| Physical state | Moist Crystals and Chunks |
| pKa (acidity coefficient) | 13.46±0.18(Predicted) |
| Color | White |
| Sensitivity | Hygroscopic |
| BRN | 506165 |
| InChI | 1S/C2H6N2O/c1-2(5)4-3/h3H2,1H3,(H,4,5) |
| InChIKey | OFLXLNCGODUUOT-UHFFFAOYSA-N |
| SMILES | CC(=O)NN |
| CAS DataBase Reference | 1068-57-1(CAS DataBase Reference) |
| FDA UNII | SK0DPC9098 |
| NIST Chemistry Reference | Acetic acid, hydrazide(1068-57-1) |
| EPA Substance Registry System | Acetic acid hydrazide (1068-57-1) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
| GHS pictogram | GHS06,GHS08 |
| Signal word | Danger |
| GHS hazard statements | H301-H315-H319-H341-H351 |
| GHS precautionary statements | P201-P301+P310+P330-P302+P352-P305+P351+P338 |
| Personal protective equipment (PPE) | dust mask type N95 (US), Eyeshields, Faceshields, Gloves |
| Hazard symbols | Xn,T |
| Risk statements (R) | 22-36/38-68-40-25 |
| Safety statements (S) | 26-36-45-36/37 |
| UN transport number | 1759 |
| Water hazard class (WGK) | 1 |
| RTECS number | AI1225000 |
| F | 3-8-10 |
| TSCA inventory status | TSCA listed |
| Hazard class | 6.1Acute Tox. 3 OralCarc. 2Eye Irrit. 2Muta. 2Skin Irrit. 2 |
| Packing group | II |
| Customs code | 29280090 |
| Storage class | 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects |
| Toxicity | LD50 oral in bird - wild: 42200ug/kg |
| REACH registrations | Active |
| Limited quantities | 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid) |
| Excepted quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L) |
Safety & Regulations
| GHS classification | DangerH301 (54.7%): Toxic if swallowed [Danger Acute toxicity, oral]H302 (41.9%): Harmful if swallowed [Warning Acute toxicity, oral]H315 (67.4%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (67.4%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H331 (32.6%): Toxic if inhaled [Danger Acute toxicity, inhalation]H341 (54.7%): Suspected of causing genetic defects [Warning Germ cell mutagenicity]H351 (55.8%): Suspected of causing cancer [Warning Carcinogenicity]H400 (32.6%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]H410 (32.6%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]H411 (32.6%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]P203, P261, P264, P264+P265, P270, P271, P273, P280, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P316, P318, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 86 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| Regulatory information | Status: Active Update: 05-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/23789Acetohydrazide: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Acute Tox. 3 (54.7%)Acute Tox. 4 (41.9%)Skin Irrit. 2 (67.4%)Eye Irrit. 2 (67.4%)Acute Tox. 3 (32.6%)Muta. 2 (54.7%)Carc. 2 (55.8%)Aquatic Acute 1 (32.6%) |
Applications & Uses
Description
Acethydrazide is an essential organic intermediate mainly used to synthesize nifuratrone in the pharmaceutical industry. It belongs to the hydrazine/hydrazone group, which plays an important role in the anti-microbial activity. Recently, Acethydrazide has gained significant importance due to its anti-tuberculosis activity. A disease caused by parasites represents a major world health problem with limited therapeutic options. Acethydrazide was synthesized from the reaction between ethyl acetate and hydrazine hydrate in methanol solvent and purified[1-2].
Uses
Acetic hydrazide is used as an antibiotic for the treatment of mycobacterium tuberculosis. It is also involved in the preparation of sunitinib b reacting with 5-fluoroisatin. Further, it inhibits mycolic acid biosynthesis. It serves as an important intermediate in organic synthesis such as nitric furosemide Long (nifuratrone) in medicine.Acethydrazide can be used in the synthesis of (E)-N′-(2-hydroxybenzylidene)acetohydrazide, an ONO pincer ligand.