Regiospecific S-aminoalkylation of 5-substituted 6-hydroxy-2-thiouracil derivatives in the synthesis of structural analogs of isothiobarbamine

SUMMARY Hypophyseal tumours in mice develop after prolonged treatment with oestrogens, after injection of radioactive iodine in doses which destroy the thyroid tissue and after prolonged treatment with thiouracil-derivatives. The tumours of the hypophysis only occur in certain strains of mice and hence the genetic constitution is of importance. The origin of this difference between strains has hitherto remained completely obscure. The hypophyseal tumours in mice seen following administration of oestrogens and those observed after destruction of the thyroid gland are morphologically similar. They consist of cells staining blue to varying degrees, and they may thus be termed amphophile tumours. The possible mechanism of development of the hypophyseal tumours has been discussed.

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Synthesis, antibacterial activities and molecular docking study of thiouracil derivatives containing oxadiazole moiety

Synthetic Communications ◽

10.1080/00397911.2021.1904990 ◽

2021 ◽

pp. 1-9

Author(s):

Peng-Lei Cui ◽

Di Zhang ◽

Xiu-Min Guo ◽

Shu-Jing Ji ◽

Qing-Mei Jiang

Keyword(s):

Molecular Docking ◽

Docking Study ◽

Antibacterial Activities ◽

Molecular Docking Study ◽

Thiouracil Derivatives

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Synthesis, molecular docking and anticancer activity of 5,5'-(phenylmethylene)bis(6-amino-2-thiouracil) derivatives

Phosphorus Sulfur and Silicon and the Related Elements ◽

10.1080/10426507.2021.1946060 ◽

2021 ◽

pp. 1-9

Author(s):

Oluwole Samuel Aremu ◽

Saba Alapour ◽

Neha Manhas ◽

Moganavelli Singh ◽

Parvesh Singh ◽

...

Keyword(s):

Molecular Docking ◽

Anticancer Activity ◽

Thiouracil Derivatives

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ChemInform Abstract: Ugi-Smiles Coupling of Thiouracil Derivatives Towards 2,4-Diamino Pyrimidines.

ChemInform ◽

10.1002/chin.201227164 ◽

2012 ◽

Vol 43 (27) ◽

pp. no-no

Author(s):

Madjid Ait Sidhoum ◽

Laurent El Kaim ◽

Laurence Grimaud

Keyword(s):

Thiouracil Derivatives

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FORMATION OF INTRAFOLLICULAR FOLLICLES IN THE THYROID GLAND OF THE HAMSTER AS A RESULT OF ADMINISTRATION OF THIOURACIL DERIVATIVES

Acta Endocrinologica ◽

10.1530/acta.0.0080343 ◽

1951 ◽

Vol 8 (4) ◽

pp. 343-361 ◽

Cited By ~ 4

Author(s):

D. B. KROON

Keyword(s):

Thyroid Gland ◽

Thiouracil Derivatives

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ChemInform Abstract: CARBON-13 NUCLEAR MAGNETIC RESONANCE SPECTRA OF N-, O-, AND S-METHYLATED URACIL AND THIOURACIL DERIVATIVES

Chemischer Informationsdienst ◽

10.1002/chin.197830062 ◽

1978 ◽

Vol 9 (30) ◽

Author(s):

I. W. J. STILL ◽

N. PLAVAC ◽

D. M. MCKINNON ◽

M. S. CHAUHAN

Keyword(s):

Nuclear Magnetic Resonance ◽

Magnetic Resonance ◽

Nuclear Magnetic Resonance Spectra ◽

Thiouracil Derivatives ◽

Magnetic Resonance Spectra ◽

Nuclear Magnetic

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Five pseudopolymorphs of 6-amino-2-thiouracil: absence of N—H...S hydrogen bonds

Acta Crystallographica Section C Crystal Structure Communications ◽

10.1107/s010827011204930x ◽

2012 ◽

Vol 69 (1) ◽

pp. 93-100 ◽

Cited By ~ 1

Author(s):

Wilhelm Maximilian Hützler ◽

Michael Bolte

Keyword(s):

Hydrogen Bond ◽

Hydrogen Bonding ◽

Hydrogen Bonds ◽

Cambridge Structural Database ◽

Hydrogen Bonding Pattern ◽

Crystallization Experiments ◽

Structural Database ◽

Thiouracil Derivatives

In order to study the preferred hydrogen-bonding pattern of 6-amino-2-thiouracil, C4H5N3OS, (I), crystallization experiments yielded five different pseudopolymorphs of (I), namely the dimethylformamide disolvate, C4H5N3OS·2C3H7NO, (Ia), the dimethylacetamide monosolvate, C4H5N3OS·C4H9NO, (Ib), the dimethylacetamide sesquisolvate, C4H5N3OS·1.5C4H9NO, (Ic), and two different 1-methylpyrrolidin-2-one sesquisolvates, C4H5N3OS·1.5C5H9NO, (Id) and (Ie). All structures containR21(6) N—H...O hydrogen-bond motifs. In the latter four structures, additionalR22(8) N—H...O hydrogen-bond motifs are present stabilizing homodimers of (I). No type of hydrogen bond other than N—H...O is observed. According to a search of the Cambridge Structural Database, most 2-thiouracil derivatives form homodimers stabilized by anR22(8) hydrogen-bonding pattern, with (i) only N—H...O, (ii) only N—H...S or (iii) alternating pairs of N—H...O and N—H...S hydrogen bonds.

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