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108804

Sigma-Aldrich

N-Allylthiourea

98%

Synonym(s):

1-Allyl-2-thiourea, Thiosinamine

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About This Item

Linear Formula:
CH2=CHCH2NHCSNH2
CAS Number:
109-57-9
Molecular Weight:
116.18
Beilstein:
1071470
EC Number:
203-683-5
MDL number:
MFCD00004940
UNSPSC Code:
12352100
PubChem Substance ID:
24846829
NACRES:
NA.22

Agency

suitable for SM 5210

Quality Level

100

Assay

98%

form

solid

mp

70-72 °C (lit.)

solubility

H2O: soluble 30 parts
alcohol: soluble
benzene: insoluble
diethyl ether: slightly soluble

density

1.11 g/mL at 25 °C (lit.)

functional group

amine
thiourea

SMILES string

NC(=S)NCC=C

InChI

1S/C4H8N2S/c1-2-3-6-4(5)7/h2H,1,3H2,(H3,5,6,7)

InChI key

HTKFORQRBXIQHD-UHFFFAOYSA-N

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Application

N-Allylthiourea was used as nitrification inhibitor in a study on transformation of diclofenac, naproxen and bisoprolol under aerobic and anaerobic conditions. It has been used in medicine to minimize scar tissue and to fight against a type of dermatitis.

Biochem/physiol Actions

N-Allylthiourea inhibits the growth of transplanted tumours in mice.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

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

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Certificates of Analysis (COA)

Lot/Batch Number
STBL3818
STBL0134
STBL1522
STBL2294
STBK7956

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Radiation synthesis and characterization of N-vinyl-2-pyrrolidone/N-allylthiourea hydrogels and their use in the adsorption of invertase.
Sen M, et al.
Angew. Makromol. Chem., 257(1), 1-6 (1998)
Andrew K Shiemke et al.
Journal of bacteriology, 186(4), 928-937 (2004-02-06)
Diphenyliodonium (DPI) is known to irreversibly inactivate flavoproteins. We have found that DPI inhibits both membrane-bound methane monooxygenase (pMMO) from Methylococcus capsulatus and ammonia monooxygenase (AMO) of Nitrosomonas europaea. The effect of DPI on NADH-dependent pMMO activity in vitro is
P Falås et al.
Environmental technology, 33(7-9), 865-872 (2012-06-23)
Removal of five acidic pharmaceuticals (ibuprofen, ketoprofen, naproxen, diclofenac and clofibric acid) by activated sludge from five municipal activated sludge treatment processes, with various sludge ages and nitrification capacities, was assessed through batch experiments. The increase in aerobic sludge age
Marlene Mark Jensen et al.
Applied and environmental microbiology, 73(10), 3151-3158 (2007-03-21)
The effects of three metabolic inhibitors (acetylene, methanol, and allylthiourea [ATU]) on the pathways of N2 production were investigated by using short anoxic incubations of marine sediment with a 15N isotope technique. Acetylene inhibited ammonium oxidation through the anammox pathway
C D Silva et al.
Chemosphere, 75(10), 1387-1391 (2009-04-04)
The oxidizing ability of a nitrifying consortium exposed to p-cresol (25 mg CL(-1)) was evaluated in batch cultures. Biotransformation of the phenolic compound was investigated by identifying the different intermediates formed. p-Cresol inhibited the ammonia-oxidizing process with a decrease of
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