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S2201

Sigma-Aldrich

Semicarbazide hydrochloride

≥99%

Synonym(s):

N-Aminourea hydrochloride, Hydrazine carboxamide hydrochloride

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About This Item

Linear Formula:
NH2CONHNH2 · HCl
CAS Number:
563-41-7
Molecular Weight:
111.53
Beilstein:
3593642
EC Number:
209-247-0
MDL number:
MFCD00013009
UNSPSC Code:
12352100
PubChem Substance ID:
24278197
NACRES:
NA.22

Assay

≥99%

mp

175-177 °C (dec.) (lit.)

SMILES string

Cl.NNC(N)=O

InChI

1S/CH5N3O.ClH/c2-1(5)4-3;/h3H2,(H3,2,4,5);1H

InChI key

XHQYBDSXTDXSHY-UHFFFAOYSA-N

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Application

Derivatization reagent for aldehydes and ketones which produces crystalline compounds with characteristic melting points.
Semicarbazide hydrochloride is a general reagent used to synthesize semicarbazones from aldehydes and ketones. It can be used to build a variety of heterocyclic compounds, some of which are potent antimicrobial and antiviral agents. It can also be used to prepare corrosion inhibitors.

Signal Word

Danger

Hazard Statements

H301,H314,H361fd,H373

Hazard Classifications

Acute Tox. 3 Oral - Eye Dam. 1 - Repr. 2 - Skin Corr. 1B - STOT RE 2 Oral

Target Organs

Bone

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis and antimalarial activity of semicarbazone and thiosemicarbazone derivatives.
de Oliveira R B, et al.
European Journal of Medicinal Chemistry, 43(9), 1983-1988 (2008)
Synthesis of some new azole, azepine, pyridine, and pyrimidine derivatives using 6?hydroxy?4H?4?oxo [1]?benzopyran?3?carboxaldehyde as a versatile starting material.
Abdel?Rahman A H, et al.
Heteroatom Chem., 16(1), 20-27 (2005)
Semicarbazide.
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
Experimental and theoretical evaluation of semicarbazones and thiosemicarbazones as organic corrosion inhibitors.
Goulart C M, et al.
Corrosion Science, 67, 281-291 (2013)
Synthesis and antimicrobial activity of some novel derivatives of benzofuran: Part 2. The synthesis and antimicrobial activity of some novel 1-(1-benzofuran-2-yl)-2-mesitylethanone derivatives.
Kirilmis C, et al.
European Journal of Medicinal Chemistry, 43(2), 300-308 (2008)
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