Category: 14807-75-1

Brunel-Capelle, Genevieve published the artcileGrowth of Penicillium roqueforti on inorganic nitrogen or organic media in the presence of formamidine disulfide, a urease inhibitor, HPLC of Formula: 14807-75-1, the publication is Comptes Rendus des Seances de l’Academie des Sciences, Serie D: Sciences Naturelles (1969), 268(12), 1600-3, database is CAplus.

Formamidine disulfide dihydrochloride (I) (10-4M) caused 75 or 39% inhibition of P. roqueforti growth after 54 hrs. with NO3- or arginine, resp., as N source. I invariably decreased the arginase activity in cultures grown on NO3-, but it had variable effects (depending on the age of the cultures) when the fungus was grown on arginine. For growth on arginine, the growth inhibition may be due to the blockade of urease, a SH enzyme which intervenes in the enzymic sequence of utilization of the guanidic N of the substrate. For growth on NO3-, a mechanism of the same type may be involved; I may intervene at the level of the SH involved in the binding of NADH to the enzyme responsible for reduction of NO3- to NO2-.

Comptes Rendus des Seances de l’Academie des Sciences, Serie D: Sciences Naturelles published new progress about 14807-75-1. 14807-75-1 belongs to ethers-buliding-blocks, auxiliary class Salt,Thiourea,Amine,Aliphatic hydrocarbon chain, name is Formamidine disulfide dihydrochloride, and the molecular formula is C2H8Cl2N4S2, HPLC of Formula: 14807-75-1.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Leitch, Leonard C. published the artcileSynthesis of sulfanilylthiourea and related compounds, Safety of Formamidine disulfide dihydrochloride, the publication is Canadian Journal of Research, Section B: Chemical Sciences (1945), 139-57, database is CAplus.

Sulfanilylthiourea (I) was prepared for investigation of its chemotherapeutic properties (1) by reaction of acetylsulfanilylcyanamide (II) with H₂S or (NH₄)₂S (III) followed by deacetylation, and (2) from III and sulfanilylcyanamide (IV). A review of previous preparations of I is given. To a solution of Ca cyanamide (V) (220 g.) in H₂O (1300 mL.), stirred 3 h. at room temperature, was added p-AcNHC₆H₄SO₂Cl (VI) (200 g.) in portions for over 50 min. at 25-30°. After stirring 2 h. longer, the solution was brought to a boil, filtered, and CaCl₂.2H₂O (220 g.) dissolved in the filtrate. On cooling and standing 79% (176 g.) of Ca acetylsulfanilylcyanamide (VII) was obtained. Deacetylation of VII gave 90% of IV, m. 292-5° (decomposition). VII heated to 100° with 6 N HCl, cooled, and neutralized with NH₄OH gave sulfanilylurea (VIII) as a gum which on purification gave VIII hydrate (IX), m. 121-4°; VIII, obtained by heating IX at 100°, m. 143-7°. VII (13 g.) heated 15 h. at 95-100° with 20% III solution (33 mL.) gave 70.5% crude acetylsulfanilylthiourea (X) which after purification m. 197.5-8° (decomposition). At 160° III and VII gave acetylsulfanilamide. X (0.1 mol) added to NaOH (0.1 mol) in H₂O (200 mL.), warmed until solution was complete, decolorized, and treated with NaCl (30 g.), gave Na acetylsulfanilylthiourea (XI), m. 234.5-5°. XI (0.1 mol), 1,2-dichloroethyl acetate (0.1 mol), NaOAc.3H₂O (0.12 mol), and H₂O (100 mL.) heated to 90° for 1 h. and cooled gave 79% of acetylsulfathiazole (XII), m. 258-60°. Deacetylation of XII with NaOH gave 74.5% of sulfathiazole, m. 198-200°. IV (0.101 mol) and 20% III solution (50 mL.) heated 1 h. at 160°, cooled, and adjusted to pH 3.5 gave 89.5% of I, m. 171.5-2° (decomposition). Deacetylation of X to I was effected with 10% NaOH or 7% HCl. VII reacted with aniline gave 1-(N⁴-acetylsulfanilyl)-3-phenylguanidine, m. 221-4° (from HOAc), which on deacetylation gave 1-sulfanilyl-3-phenylguanidine; m. 206-7° (from 75% EtOH). VII with p-nitroaniline gave 1-(N⁴-acetylsulfanilyl)-3-(4-nitrophenyl)guanidine (XIII), m. 254-5°, which on deacetylation gave 1-sulfanilyl-3-(4-nitrophenyl)guanidine, m. 235-6°. XIII reduced with Fe powder and dilute HOAc and deacetylated gave 1-sulfanilyl-3-(4-aminophenyl)guanidine, m. 200-1°. Anthranilic acid and VII gave 1-(N⁴-acetylsulfanilyl)-3-(2-carboxyphenyl)guanidine (XIV), m. 286-8°, which on deacetylation gave 1-sulfanilyl-3-(2-carboxyphenyl)guanidine, m. 265-6°. XIV Na salt m. above 300°. VII, reacted with NH₄Cl at 154° for 4 h., gave acetylsulfaguanidine (XV), m. 260-2°. XV and sulfaguanidine (XVI) (from the deacetylation of XV) form a crystalline product, probably a mol. complex, m. 98-150°. XVI, m. 187°, was also prepared from IV and concentrated NH₄OH at 165°. To thiourea (0.125 mol) in Me₂CO (200 mL.) was added VI (0.124 mol) after which the mixture was stirred under reflux for 1 h. Filtration gave solid dithiodiformamidine-2HCl, m. 173-5°, while from the filtrate p-acetamidophenyl p-acetamidobenzenethiosulfonate (AcNHC₆H₄SO₂SC₆H₄NHAc) (XVII), m. 225-7° (decomposition), crystallized Deacetylation of XVII with 20% EtOH-HCl gave p-aminophenyl p-aminobenzenethiosulfonate-HCl, m. 176-9° (decomposition). 2-Methyl-2-thiopseudourea coupled with VI gave 76% of 3-(N⁴-acetylsulfanilyl)-2-methyl-2-thiopseudourea (XVIII), m. 234-5°. XVIII heated with dilute HCl, was deacetylated to 3-sulfanilyl-2-methyl-2-thiopseudourea, m. 182-4°. 2-Benzyl-2-thiopseudourea-HCl, reacted with VI gave 96.5% of 3-(N⁴-acetylsulfanilyl)-2-benzyl-2-thiopseudourea, m. 168-9°, which was deacetylated with EtOH-HCl to 3-sulfanilyl-2-benzyl-2-thiopseudourea, m. 144.5-5.5°. Thiourea (0.25 mol) refluxed 30 min. in ethanol (150 mL.) with ethylene bromide (0.25 mol) gave 72.3% of 1,2-bis(2-thiopseudourea hydrobromide) ethane (XIX), m. 238-40°, instead of the expected 2-(2-bromoethyl)-2-thiopseudourea hydrobromide. XIX reacted with VI gave 3-(N⁴-acetylsulfanilyl)-2-(2-hydroxyethyl)-2-thiopseudourea, m. 236-8°, which was deacetylated with EtOH-HCl to 3-sulfanilyl-2-(2-hydroxyethyl)-2-thiopseudourea, m. 171-3°. Acyl pseudothioureas coupled with VI gave only XVII.

Canadian Journal of Research, Section B: Chemical Sciences published new progress about 14807-75-1. 14807-75-1 belongs to ethers-buliding-blocks, auxiliary class Salt,Thiourea,Amine,Aliphatic hydrocarbon chain, name is Formamidine disulfide dihydrochloride, and the molecular formula is C2H8Cl2N4S2, Safety of Formamidine disulfide dihydrochloride.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem