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Cyanoacetohydrazide

CAS No.
140-87-4
Chemical Name:
Cyanoacetohydrazide
Synonyms
2-CYANOACETOHYDRAZIDE;CYACETACIDE;AB-42;Cyazid;Helmox;Reacid;Reazid;Armazal;benecid;Cyazide
CBNumber:
CB6758804
Molecular Formula:
C3H5N3O
Molecular Weight:
99.09
MDL Number:
MFCD00007611
MOL File:
140-87-4.mol
MSDS File:
SDS
Last updated:2026-04-16 17:44:27
Product description Number Pack Size Price
Cyanoacetohydrazide 98% C88602 25g $141
Cyanoacetohydrazide >97.0%(T) C0800 25g $66
2-Cyanoacetohydrazide C955345 1g $50
AB42 353588 48Tests $588
Cyanoacetohydrazide FC164964 250g $800
More product size

Cyanoacetohydrazide Properties

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)
pka pK1:2.34(+2);pK2:11.17(+1) (25°C)
form powder to crystal
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)  GHS hazard pictograms
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
Hazard Classifications Acute Tox. 3 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
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
0
1 0

Cyanoacetohydrazide price More Price(19)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich C88602 Cyanoacetohydrazide 98% 140-87-4 25g $141 2026-03-19 Buy
TCI Chemical C0800 Cyanoacetohydrazide >97.0%(T) 140-87-4 25g $66 2026-03-19 Buy
TRC C955345 2-Cyanoacetohydrazide 140-87-4 1g $50 2021-12-16 Buy
Usbiological 353588 AB42 140-87-4 48Tests $588 2021-12-16 Buy
Biosynth Carbosynth FC164964 Cyanoacetohydrazide 140-87-4 250g $800 2021-12-16 Buy
Product number Packaging Price Buy
C88602 25g $141 Buy
C0800 25g $66 Buy
C955345 1g $50 Buy
353588 48Tests $588 Buy
FC164964 250g $800 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.

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View Lastest Price from Cyanoacetohydrazide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Cyanoacetohydrazide pictures 2026-04-16 Cyanoacetohydrazide
140-87-4
US $29.00 / g 99.90% 10g TargetMol Chemicals Inc.
Cyanoacetohydrazide pictures 2026-04-16 Cyanoacetohydrazide
140-87-4
US $29.00 / g 99.90% 10g TargetMol Chemicals Inc.
Cyanoacetohydrazide pictures 2025-07-20 Cyanoacetohydrazide
140-87-4
US $29.00 / g 99.9% 10g TargetMol Chemicals Inc.
Cyanoacetylhydrazine Cyanoacetic Hydrazide Cyanoacetic Acid Hydrazide CYANOACETYLHYDRAZINE CYANOACETIC ACID HYDRAZIDE CYANOACETOHYDRAZIDE CYANOACETIC HYDRAZIDE CYACETACIDE LABOTEST-BB LT01121537 2-CYANOACETOHYDRAZIDE 2-CYANOETHANOHYDRAZIDE AKOS BBS-00004788 Cyanoacetohydrazide 98% (a-Cyanoacetyl)hydrazine 2-Cyanoacethydrazide 2-Cyanoacetylhydrazide AB-42 Acetic acid, cyano-, hydrazide Aceticacid,cyano-,hydrazide a-Cyanoacetohydrazide alpha-Cyanoacetohydrazide Armazal benecid Cianazil Cyacetacid Cyacetazid Cyacetazide Cyanacethydrazide cyanacethydrazine Cyanacetic acid, hydrazide cyanaceticacidhydrazide Cyanacetohydrazide Cyanacetylhydrazide Cyanazide Cyanizide Cyanoacethydrazide cyano-aceticacihydrazide Cyanoacetylhydrazide Cyanoethydrazide Cyazid Cyazide Dictycide Dictyzide dietycide Helmox Hidacian Hidaciann Kyanacethydrazid Leandin Mackreazid Malonitrile hydrazide malonitrilehydrazide Malononitrile hydrazide malononitrilehydrazide Neohydrazid Reacid Reazid Reazide Tsiazid USAF kf-18