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251038

2-Benzyl-2-thiopseudourea hydrochloride

98%

Synonym(s):

S-Benzylisothiourea hydrochloride, S-Benzylthiuronium chloride

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About This Item

Linear Formula:
C6H5CH2SC(=NH)NH2 · HCl
CAS Number:
538-28-3
Molecular Weight:
202.70
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24855097
EC Number:
208-688-6
Beilstein/REAXYS Number:
3656719
MDL number:
MFCD00012583
Assay:
98%
Form:
solid

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InChI key

WJAASTDRAAMYNK-UHFFFAOYSA-N

InChI

1S/C8H10N2S.ClH/c9-8(10)11-6-7-4-2-1-3-5-7;/h1-5H,6H2,(H3,9,10);1H

SMILES string

Cl.NC(=N)SCc1ccccc1

assay

98%

form

solid

mp

177-179 °C (lit.)

solubility

methanol: soluble 1 g/10 mL, clear, colorless to very faintly yellow

functional group

amine, phenyl, thioether

Quality Level

200

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2-Benzyl-2-thiopseudourea hydrochloride 98%

Sigma-Aldrich

251038

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Sigma-Aldrich

163171

4-Aminoresorcinol hydrochloride

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Sigma-Aldrich

679399

(S)-(+)-2-Aminobutanamide hydrochloride

2-(Chloromethyl)pyridine hydrochloride 98%

Sigma-Aldrich

162701

2-(Chloromethyl)pyridine hydrochloride

assay

98%

assay

96%

assay

97%

assay

98%

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

200

solubility

methanol: soluble 1 g/10 mL, clear, colorless to very faintly yellow

solubility

-

solubility

-

solubility

-

form

solid

form

powder

form

solid

form

solid

mp

177-179 °C (lit.)

mp

220 °C (dec.) (lit.)

mp

259-263 °C

mp

120-124 °C (lit.)

functional group

amine

functional group

-

functional group

amide, amine

functional group

chloro

General description

S-benzylisothiourea analogs (2-benzyl-2-thiopseudourea hydrochloride), as small-molecule inhibitors of indoleamine-2,3-dioxygenase, has been studied[1].

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H300

Hazard Classifications

Acute Tox. 2 Oral

Storage Class

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

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
BCBB3705
BCBB3706
BCBB3707
BCBB3705V
BCBB3706V

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Kenji Matsuno et al.
Bioorganic & medicinal chemistry letters, 20(17), 5126-5129 (2010-08-07)
S-benzylisothiourea 3a was discovered by its ability to inhibit indoleamine-2,3-dioxygenase (IDO) in our screening program. Subsequent optimization of the initial hit 3a lead to the identification of sub-muM inhibitors 3r and 10h, both of which suppressed kynurenine production in A431

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