Cyanoacetohydrazide
- CAS No.
- 140-87-4
- Chemical Name:
- Cyanoacetohydrazide
- Synonyms
- 2-CYANOACETOHYDRAZIDE;CYACETACIDE;CYANOACETIC ACID HYDRAZIDE;AB-42;Cyazid;Helmox;Reacid;Reazid;Armazal;benecid
- CBNumber:
- CB6758804
- Molecular Formula:
- C3H5N3O
- Molecular Weight:
- 99.09
- MDL Number:
- MFCD00007611
- MOL File:
- 140-87-4.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 108-110 °C (lit.) |
|---|---|
| Boiling point | 185.55°C (rough estimate) |
| Density | 1.3131 (rough estimate) |
| refractive index | 1.4500 (estimate) |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| solubility | DMSO : 150 mg/mL (1513.78 mM) |
| form | powder to crystal |
| pka | pK1:2.34(+2);pK2:11.17(+1) (25°C) |
| color | White to Light yellow to Light orange |
| Water Solubility | almost transparency |
| Merck | 14,2680 |
| BRN | 1751498 |
| InChI | InChI=1S/C3H5N3O/c4-2-1-3(7)6-5/h1,5H2,(H,6,7) |
| InChIKey | HPHBOJANXDKUQD-UHFFFAOYSA-N |
| SMILES | C(NN)(=O)CC#N |
| CAS DataBase Reference | 140-87-4(CAS DataBase Reference) |
| EWG's Food Scores | 1 |
| FDA UNII | 40H59YCS67 |
| NIST Chemistry Reference | Alpha-cyanoacetic acid, hydrazide(140-87-4) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS06 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H301-H312+H332-H315-H319-H335 | |||||||||
| Precautionary statements | P261-P280-P301+P310-P302+P352+P312-P304+P340+P312-P305+P351+P338 | |||||||||
| target organs | Respiratory system | |||||||||
| PPE | dust mask type N95 (US), Eyeshields, Faceshields, Gloves | |||||||||
| Hazard Codes | Xn,Xi | |||||||||
| Risk Statements | 20/21/22-36/37/38 | |||||||||
| Safety Statements | 26-28-36/37/39-45 | |||||||||
| RIDADR | UN 2811 6.1/PG 3 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | AG4200000 | |||||||||
| Hazard Note | Irritant | |||||||||
| HazardClass | 6.1 | |||||||||
| PackingGroup | III | |||||||||
| HS Code | 29280090 | |||||||||
| Storage Class | 6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects |
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| Hazard Classifications | Acute Tox. 3 Oral Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
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| Hazardous Substances Data | 140-87-4(Hazardous Substances Data) | |||||||||
| Toxicity | mouse,LD50,intraperitoneal,100mg/kg (100mg/kg),National Technical Information Service. Vol. AD277-689, | |||||||||
| NFPA 704 |
|
Cyanoacetohydrazide price More Price(47)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | C88602 | Cyanoacetohydrazide 98% | 140-87-4 | 25g | $141 | 2026-04-30 | Buy |
| TCI Chemical | C0800 | Cyanoacetohydrazide >97.0%(T) | 140-87-4 | 25g | $66 | 2026-04-30 | Buy |
| TRC | TRC-C955345-5G | 2-Cyanoacetohydrazide | 140-87-4 | 5g | $84 | 2026-06-03 | Buy |
| TRC | TRC-C955345-1G | 2-Cyanoacetohydrazide | 140-87-4 | 1g | $72 | 2026-06-03 | Buy |
| TRC | TRC-C955345-10G | 2-Cyanoacetohydrazide | 140-87-4 | 10g | $122 | 2026-06-03 | Buy |
Cyanoacetohydrazide Chemical Properties, Uses, Production
Chemical Properties
BROWN GRANULAR CRYSTALLINE POWDER
Uses
2-Cyanoacetohydrazide is used in the study of the viral inhibiting activity of some potential antiviral agents.
Preparation
Cyanoacetic acid hydrazide was obtained by careful addition of hydrazine hydrate to ethyl cyanoacetate in ethanol with stirring at 0°C.[1]
Reactions
Cyanoacetic acid hydrazide is a versatile and convenient intermediate for the synthesis of wide variety of heterocyclic compounds. The β-functional nitrile1-4 moiety of the molecule is a favorable unit for addition followed by cyclization or via cycloaddition with numerous reagents providing heterocyclic compounds of different ring sizes with one or several heteroatoms that are interesting as pharmaceuticals, as herbicides, as antibacterial agents, and as dyes. Their reactions with dinucleophiles usually result in the formation of polycyclic ring systems which may be the skeleton of important heterocylic compounds. In previous publications, novel synthesis of azoles, azines, and azoloazines, had been reported utilizing β-functional nitriles as starting components. Among the β-functional nitriles, cyanoacetic acid hydrazide and their analogues are especially important starting materials or intermediates for the synthesis of various nitrogen-containing heterocyclic compounds. Our research deals with the effective use of cyanoacetic acid hydrazide in the synthesis of a variety of polyfunctional heterocyclic compounds with biological interest.
Chemical Reactivity
Cyanoacetic acid hydrazide can act as an ambident nucleophile, that is, as both an N- and a C nucleophile. On treatment of cyanoacetic acid hydrazide with various reagents, the attack can take place at five possible sites: the nucleophile is able to attack the carbon of the carbonyl function (position 3) and the carbon atom of the nitrile function (position 5). While the active methylene group (position 4) and amino groups (positions 1 and 2) are able to attack electrophiles.
Purification Methods
Crystallise the hydrazide from EtOH. The hydrochloride has m 178-180o and the benzylidene derivative has m 178o. It is converted to 3-oxo-5-iminopyrazolidine in hot 40% aqueous NaOH. [Beilstein 2 H 591, 2 I 256, 2 III 1636.] IRRITANT.
References
[1] Gorobets, N. Yu., Yousefi, B. H., Belaj, F., & Kappe, C. O. (2004). Rapid Microwave-Assisted Solution Phase Synthesis of Substituted 2-Pyridone Libraries. ChemInform, 36 2. https://doi.org/10.1002/chin.200502139
[2] Elnagdi, M. H., Elmoghayar, M. R. H., & Elgemeie, G. E. H. (1984). The chemistry of 3-oxoalkanenitriles. Synthesis, 1984(01), 1-26.
[3] Gaber, A. E.-A. M., El-Gaby, M. S. A., El-Dean, A. M. K., Eyada, H. A., & Al-Kamali, A. S. N. (2013). Synthesis of Novel Polyfunctionally Substituted Thieno[2,3-c]pyridazines. 51 6, 1325–1331. https://doi.org/10.1002/jccs.200400192
[4] Elagamey, A. G. A., El-Taweel, F. M. A. A., Khodeir, M. N. M., & Elnagdi, M. H. (1993). Nitriles in Heterocyclic Synthesis. The Reaction of Polyhydric Naphthalenes, 4-Methylcoumarin-3-carbonitrile, and Alkylidenemalononitrile with Methylenemalononitrile. Bulletin of the Chemical Society of Japan, 66(2), 464-468.
Cyanoacetohydrazide Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Beijing FYF Chemicals Co., Ltd | 010-57903446 15869909019 | 168931144@qq.com | China | 2876 | 58 |
| Jinan Liheng Biotechnology Co., Ltd. | 0531-18763987518 18763987518 | levi@lihengpharm.com | China | 1760 | 58 |
| Heze Chuangfa Biotechnology Co., Ltd. | 15864743015 15864743015 | 1187939516@qq.com | China | 145 | 58 |
| Creasyn Finechem(Tianjin) Co., Ltd. | 022-83946278 13820372920 | sales@creasyn.com | China | 968 | 68 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| Beijing HwrkChemical Technology Co., Ltd | 89508211 18501085097 | sales.bj@hwrkchemical.com | China | 9407 | 55 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
View Latest Price from Cyanoacetohydrazide manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-08-08 | Cyanoacetohydrazide
140-87-4
|
$29.00 | 99.90% | 10g | TargetMol Chemicals Inc. | ||
 |
2026-08-08 | Cyanoacetohydrazide
140-87-4
|
$29.00 | 99.90% | 10g | TargetMol Chemicals Inc. | ||
 |
2026-08-08 | Cyanoacetohydrazide
140-87-4
|
$29.00 | 99.90% | 10g | TargetMol Chemicals Inc. |
-
- Cyanoacetohydrazide
140-87-4
- $29.00
- 99.90%
- TargetMol Chemicals Inc.
-
- Cyanoacetohydrazide
140-87-4
- $29.00
- 99.90%
- TargetMol Chemicals Inc.
-
- Cyanoacetohydrazide
140-87-4
- $29.00
- 99.90%
- TargetMol Chemicals Inc.
