563-41-7 Usage
Chemical Properties
White Solid
Uses
Different sources of media describe the Uses of 563-41-7 differently. You can refer to the following data:
1. Inhibitor of enzyme. Hypotensive
2. Semicarbazide hydrochloride is used as urease substrate and MAO inhibitor. Derivatizing agent for carbonyl compounds as their semicarbazones which produces crystalline compounds with characteristic melting points. Also used in heterocyclic synthesis. Semicarbazone formation has been used to separate carbonyl compounds from mixtures by adsorption onto silica gel from a hydrocarbon solution. Regeneration is by hydrolysis with oxalic acid.
Hazard
Toxic by ingestion. Questionable carcino-
gen.
Health Hazard
Semicarbazide hydrochloride is a chemical reagent, and an indicator for its metabolic parent nitrofurazone, a veterinary drug that has been banned for use in livestock production in the European Union and the U.S. amongst other jurisdictions.
After Semicarbazide hydrochloride ingestion, experimental animals have developed tremors, ataxia, equilibrium difficulties, and convulsions. Its proposed mechanism of action is by binding to cytosine residues in RNA, to deoxycytosine residues in DNA and to cytosine and deoxycytosine nucleosides.
Semicarbazide hydrochloride has an oral LD50 of 225mg/kg in mice and 123 mg/kg in the rat. Some studies suggest that Semicarbazide hydrochloride is a mutagen, an animal carcinogen and a teratogen.
Due to the lack of data in humans and overall limited evidence of carcinogenicity in animals, semicarbazide hydrochloride was classified as an IARC Group 3 agent: not classifiable as to its carcinogenicity to humans. Due to its equivocal carcinogenic and mutagenic properties, when handling Semicarbazide hydrochloride and animals treated with Semicarbazide hydrochloride, it is imperative to take caution and adhere to the following guidelines to minimize exposure and the effects of exposure during normal and emergency situations.
Flammability and Explosibility
Notclassified
Safety Profile
Poison by ingestion and intraperitoneal routes. Experimental reproductive effects. Questionable carcinogen with experimental neoplastigenic and teratogenic data. Mutation data reported. When heated to decomposition it emits very toxic fumes of NOx and HCl
Shipping
UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.
Purification Methods
Crystallise the salt from aqueous 75% EtOH and dry it under vacuum over CaSO4. Alternatively crystallise it from a mixture of 3.6 mole % MeOH and 6.4 mole % of water. [Kovach et al. J Am Chem Soc 107 7360 1985.] IR: 700, 3500 cm-1 [Ingersoll et al. Org Synth Coll Vol I 485 1941, Davison & Christie J Chem Soc 3389 1955, Thiele & Stange Chem Ber 27 33 1894, pK: Bartlett J Am Chem Soc 54 2853 1923]. The free base crystallises as prisms from absolute EtOH, m 96o. [Curtius & Heidenreich Chem Ber 27 55 1894, Beilstein 3 IV 177.] TOXIC ORALLY, possible CARCINOGEN and TERATOGEN.
Check Digit Verification of cas no
The CAS Registry Mumber 563-41-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,6 and 3 respectively; the second part has 2 digits, 4 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 563-41:
(5*5)+(4*6)+(3*3)+(2*4)+(1*1)=67
67 % 10 = 7
So 563-41-7 is a valid CAS Registry Number.
InChI:InChI=1/CH5N3O.ClH/c2-1(5)4-3;/h3H2,(H3,2,4,5);1H
563-41-7Relevant articles and documents
Plant Uptake and Metabolism of Nitrofuran Antibiotics in Spring Onion Grown in Nitrofuran-Contaminated Soil
Wang, Yinan,Chan, K. K. Jason,Chan, Wan
, p. 4255 - 4261 (2017/06/07)
Environmental pollution caused by the discharge of mutagenic and carcinogenic nitrofurans to the aquatic and soil environment is an emerging public health concern because of the potential in producing drug-resistant microbes and being uptaken by food crops. Using liquid chromatography-tandem mass spectrometry analysis and with spring onion (Allium wakegi Araki) as the plant model, we investigated in this study the plant uptake and accumulation of nitrofuran from a contaminated environment. Our study revealed for the first time high uptake and accumulation rates of nitrofuran in the edible parts of the food crop. Furthermore, results indicated highly efficient plant metabolism of the absorbed nitrofuran within the plant, leading to the formation of genotoxic hydrazine-containing metabolites. The results from this study may disclose a previously unidentified human exposure pathway through contaminated food crops.
Syntheses of new unsymmetrical and symmetrical diaryl-sulphides and diarylsulphones containing thiazolinyl and thiazolidinonyl moieties using 4,4′-diacetyldiphenylsulphide
Abbady,Abdel-Hafez,Kandeel,Abdel-Monem
, p. 622 - 641 (2007/10/03)
Condensation of 4,4′-diacetyldiphenyl sulphide (2) with variable amounts of thiosemicarbazide (3) in refluxing ethanol and in the presence of catalytic amounts of dry piperidine afforded only 4-acetylthiosemicarbazone- 4′-acetyldiphenyl sulphide (5). Condensation of 2 with excess semicarbazide hydrochloride (4) in the presence of fused sodium acetate and/or piperidine yielded 4,4′-diacetylsemicarbazone diphenyl sulphide (6), whereas use of equimolar amounts of 2 and 4 afforded 4-acetyl-semicarbazone- 4′-acetyldiphenyl sulphide (7). 4-Acetylsemicarbazone-4′- acetylthiosemicarbazone diphenyl sulphide (8) was also obtained via two different routes. The effect of tautomeric structure 5d is discussed. 4-(4″-phenyl-Δ3-thiazoline-2″-acetylazino) -4′-acetyldiphenyl sulphide (9), 4-(5″-carboxyethyl-4″- thiazolidinone-2″-acetylazino)-4′-acetyldiphenyl sulphide (10), 4-(4″-thiazolidinone-2′-acetylazino)-4′-acetyldiphenyl sulphide (11) and 4-(4″-methyl-Δ3-thiazoline-2″- acetylazino)-4′-acetyldiphenyl sulphide (12) were prepared by interaction of 5 with phenacylbromide, bromodiethylmalonate, chloro ethylacetate and chloroacetone, respectively. Sulphides 9-12 were easily condensed with 3 to afford the corresponding 4-(heterocyclic moiety-2″-acetylazino)-4′- acetylthiosemicarbazone diphenyl sulphides 23-26. Oxidation of the prepared sulphides 5-7, 9-12, 23 and 25-26 using H2O2/glacial AcOH mixtures yielded only 4,4′-diacetyldiphenyl sulphone (13) as the main product in every case, besides 3 and 4 in certain cases. Unsymmetrical and symmetrical sulphones 14-22 were obtained starting from 13. The structures of the synthesized compounds are based on IR, 1H-NMR, 13C-NMR and mass spectral data. A theoretical study on some of the prepared compounds using molecular modeling was carried out.
