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Sigma-Aldrich

N-Ethylthiourea

99%

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Synonym(s):
1-Ethylthiourea
Linear Formula:
C2H5NHCSNH2
CAS Number:
625-53-6
Molecular Weight:
104.17
Beilstein:
1699551
EC Number:
210-899-3
MDL number:
MFCD00004939
PubChem Substance ID:
24855217
NACRES:
NA.22

Assay

99%

form

solid

mp

108-110 °C (lit.)

solubility

methanol: soluble 25 mg/mL, clear, colorless

SMILES string

CCNC(N)=S

InChI

1S/C3H8N2S/c1-2-5-3(4)6/h2H2,1H3,(H3,4,5,6)

InChI key

GMEHFXXZSWDEDB-UHFFFAOYSA-N

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General description

N-Ethylthiourea forms adduct with silver halides and their single crystal X-ray structural and spectroscopic characterizations are described.

Application

N-Ethylthiourea was used in the preparation of Re (III) complexes, which are precursors for the new rhenium complexes, potentially useful in nuclear medicine. It was also used in two-step protocol for the first chemoselective cleavage of 2-hydroxy acid amides.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Precautionary Statements

P301 + P310 + P330

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Erwin P Schreiner et al.
The Journal of organic chemistry, 67(24), 8299-8304 (2002-11-26)
A two-step protocol for the first chemoselective cleavage of 2-hydroxy acid amides has been developed. Mesylation of the model substrate 2-(hydroxypropionylamino)-4-methylpentanoic acid methyl ester (11) followed by treatment with N-ethylthiourea (13) allows cleavage of 2-hydroxy acid amides under smooth conditions.
Dinorah Gambino et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 58(14), 3085-3092 (2003-01-04)
Complexes of the type [Re(III)L6]X3, with L = thiourea, N-methylthiourea, N-ethylthiourea or N,N'-dimethytlthiourea and X = Cl- or PF6-, were prepared as suitable precursors for the synthesis of new rhenium complexes potentially useful in nuclear medicine. The infrared (IR) spectra
M N Preobrazhenskaya et al.
The Journal of antibiotics, 44(2), 192-199 (1991-02-01)
A series of phenylthiourea and ethylthiourea derivatives of daunorubicin and its congeners was prepared by reaction of the 3'-amino group of the antibiotic with phenylisothiocyanate or ethylisothiocyanate. S-Methylation yielded S-methylisothiouromium salts which when reacted with amines resulted in an intramolecular
Xutong Sun et al.
American journal of respiratory cell and molecular biology, 50(6), 1084-1095 (2014-01-08)
Recent studies have indicated that, during the development of pulmonary hypertension (PH), there is a switch from oxidative phosphorylation to glycolysis in the pulmonary endothelium. However, the mechanisms underlying this phenomenon have not been elucidated. Endothelin (ET)-1, an endothelial-derived vasoconstrictor
Graham A Bowmaker et al.
Dalton transactions (Cambridge, England : 2003), 39(18), 4391-4404 (2010-04-28)
Syntheses, single crystal X-ray structural and spectroscopic characterizations are described for a variety of adducts of silver halides with thiourea ('tu'), N-ethylthiourea ('ettu' = EtNH.CS.NH(2)) and N,N'-diethylthiourea ('detu' = EtNH.CS.EtNH). This study greatly extends our knowledge of the complex chemistry

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