Semicarbazide
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Basic information
- CAS
57-56-7- Standard SMILES
NNC(N)=O- InChIKey
DUIOPKIIICUYRZ-UHFFFAOYSA-N- Molecular formula
- CH5N3O
- Average molar mass
- 75.07 g/mol
- Monoisotopic mass
- 75.04326178
Overview
Semicarbazide is a monocarboxylic acid amide that is urea where one of the amino groups has been replaced with hydrazine. It is a monocarboxylic acid amide, a carbohydrazide, a member of ureas and a one-carbon compound.
Names & identifiers
- Preferred name
- Semicarbazide
- IUPAC
- aminourea
- English name
- Semicarbazide
- Molecular formula
- CH5N3O
- Molecular weight
- 75.07
Names & synonyms
SemicarbazideHYDRAZINECARBOXAMIDEAminourea57-56-7CarbamylhydrazineCarbazamideSemikarbazidAminomocovinaCarbamoylhydrazineCarbamic acid, hydrazide37QUC23K2XDTXSID7043823
Show more names
C02077amino-ureCarbazinamide
CHEBI:28306RefChem:182342DTXCID5023823200-339-6Urea, amino-AminoharnstoffHydrazine, carbamoyl-Carbamidsaeurehydrazid
Database identifiers
- CAS
57-56-7- PubChem CID
- 5196
- DTXSID
DTXSID7043823- ChEMBL
CHEMBL903- ChEBI
CHEBI:28306- UNII
- 37QUC23K2X
- EC Number
- 200-339-6
- Nikkaji
- J4.582I
Properties
Computed structural propertiesFilling in
- XLogP
- -1.8
- Topological polar surface area
- 81.1 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 5
- Formal charge
- 0
- Complexity
- 42.2
Experimental & physicochemical properties
Chemical ClassesNitrogen Compounds -> Hydrazides
Endocrine DisruptorsPotential endocrine disrupting compound
Food Contact SubstancesFCS -> FDA Cumulative Estimated Daily Intake (CEDI)
Physicochemical properties
- Melting point
- 96 °C · 96°C
- Boiling point
- 133.71 °C · 133.71°C (rough estimate)
- Density
- 1.286 · 1.286±0.06 g/cm3(Predicted)
- refractive index
- 1.4451 · 1.4451 (estimate)
- storage temp.
- 2 · 2-8°C, protect from light
- form
- powder
- pka
- 1 · pK1:3.53(+1) (25°C,μ=0.1)
- Appearance
- White to off-white Solid
- InChI
- 1S/CH5N3O/c2-1(5)4-3/h3H2,(H3,2,4,5)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 76 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationRegulation (EC) No 178/2002 (amended)
Hazards Summary
Developmental toxicity and teratogenicity observed in rats from single 17 mg/kg doses; Teratogenicity also observed in chickens; [REPROTOX] Causes convulsion in oral, intraperitoneal, and intravenous lethal-dose studies of mice; [RTECS] See Semicarbazide hydrochloride.
Hazard Classes and CategoriesAcute Tox. 3 (100%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- risk_code
- 22
- Signal word
- Danger
- Symbol(GHS)
- GHS06
- hazard_code
- Xn
- safety_code
- 22
- Storage Class
- 13 - Non Combustible Solids
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationSubstances that increase the risk of NEOPLASMS in humans or animals. Both genotoxic chemicals, which affect DNA directly, and nongenotoxic chemicals, which induce neoplasms by other mechanism, are included.
Uses & manufacturing
Uses
Produced in trace amounts from heat processing of jar-seals containing azodicarbonamide; [REPROTOX] Found in foods from the thermal breakdown of azodicarbonamide in sealing gaskets used on metal lids of jars and bottles; Also a metabolite of the veterinary medication nitrofurazone (banned in the EU); [ExPub: The EFSA Journal (2005) 219, 1-36]
General Manufacturing InformationHydrazinecarboxamide: ACTIVE
Applications
DescriptionSemicarbazide (SM) is a metabolite of the nitrofurane Nitrofurazone (5-nitro-2- furaldehyde-semicarbazone), used as indicator to detect the use of nitrofurazone in food-producing animals due to their carcinogenic properties the use of nitrofurans is prohibited within the EU in animal breeding (Commission Regulation 37/2010) . to harmonise the detection of semicarbazide a Minimum Required Performance Limit (MRPL) of 1 µg/kg is set within the EU (Commission Decision 2003/181).
UsesSemicarbazide is used as a potent nucleophile; forms many crystalline carbonyl derivatives.
Upstream & downstream products
Upstream raw materials
Related reactions
111 records
Compound notes
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