Phenicarbazide

Structural formula
General
Surname	Phenicarbazide
other names	2-phenylhydrazine carboxamide; 1-phenyl semicarbazide; Cryogenin;
Molecular formula	C 7 H 9 N 3 O
Brief description	beige solid
External identifiers / databases
EC number	203-072-3
ECHA InfoCard	100.002.794
PubChem	61002
Wikidata	Q7181345
properties
Molar mass	151.17 g mol −1
Physical state	firmly
Melting point	171-174 ° C
solubility	practically insoluble in water; very soluble in acetone, methanol and ethanol; very little in benzene and diethyl ether;
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 302
	P: 201-261-280-305 + 351 + 338-304 + 340-312-308 + 313-405-403 + 233-501
Toxicological data	50 mg kg −1 ( LD 50 , rat , intraperitoneal )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Phenicarbazide is an organic chemical compound belonging to the group of phenylhydrazine derivatives .

Extraction and presentation

Phenicarbazide can be obtained by mixing phenylhydrazine and acetic acid in water and adding potassium cyanide or reacting phenylhydrazine with urea .

properties

Phenicarbazide is a flammable, hardly inflammable, crystalline, beige solid that is practically insoluble in water. It decomposes when heated.

use

Phenicarbazide is used as an intermediate in the synthesis of a number of chemical compounds through cyclocondensation reactions. It was investigated as an analgesic and an antipyretic in the 1970s and was mainly used in combination preparations.

safety instructions

Phenicarbazide has been shown to be carcinogenic in mice.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f Entry on phenicarbazide in the GESTIS substance database of the IFA , accessed on March 31, 2017(JavaScript required) .
↑ ^a ^b ^c Data sheet 1-Phenylsemicarbazide, 99% from Sigma-Aldrich , accessed on March 31, 2017 ( PDF ).
↑ Data sheet 1-Phenylsemicarbazide, 99% from AlfaAesar, accessed on March 31, 2017 ( PDF )(JavaScript required) .
^ S. Gangolli, Royal Society of Chemistry (Great Britain): The Dictionary of Substances and Their Effects: OS . Royal Society of Chemistry, 1999, ISBN 978-0-85404-833-5 , pp. 206 ( limited preview in Google Book search).
↑ ^a ^b Franz v. Bruchhausen, Siegfried Ebel, Eberhard Hackenthal, Ulrike Holzgrabe: Hager's Handbook of Pharmaceutical Practice, Volume 5: Substances LZ . Springer-Verlag, 2013, ISBN 978-3-642-58388-9 , pp. 420 ( limited preview in Google Book search).
↑ United Nations: Consolidated List of Products Whose Consumption And / or Sale Have Been Banned, Withdrawn, Severely Restricted Or Not Approved by Governments . United Nations Publications, 1983, ISBN 978-92-1130230-1 , pp. 177 ( limited preview in Google Book search).
↑ Bela Toth: Hydrazines and Cancer A Guidebook on the Carciognic Activities of Hydrazines, Related Chemicals, and Hydrazine Containing Natural Products . CRC Press, 2003, ISBN 978-0-203-30509-6 , pp. 90 ( limited preview in Google Book search).

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f Entry on phenicarbazide in the GESTIS substance database of the IFA , accessed on March 31, 2017(JavaScript required) .

[Sigma-2] Data sheet 1-Phenylsemicarbazide, 99% from Sigma-Aldrich , accessed on March 31, 2017 ( PDF ).

[Alfa-3] Data sheet 1-Phenylsemicarbazide, 99% from AlfaAesar, accessed on March 31, 2017 ( PDF )(JavaScript required) .

[S._Gangolli,_Royal_Society_of_Chemistry_(Great_Britain)-4] S. Gangolli, Royal Society of Chemistry (Great Britain): The Dictionary of Substances and Their Effects: OS . Royal Society of Chemistry, 1999, ISBN 978-0-85404-833-5 , pp. 206 ( limited preview in Google Book search).

[Franz_v._Bruchhausen,_Siegfried_Ebel,_Eberhard_Hackenthal,_Ulrike_Holzgrabe-5] Franz v. Bruchhausen, Siegfried Ebel, Eberhard Hackenthal, Ulrike Holzgrabe: Hager's Handbook of Pharmaceutical Practice, Volume 5: Substances LZ . Springer-Verlag, 2013, ISBN 978-3-642-58388-9 , pp. 420 ( limited preview in Google Book search).

[United_Nations-6] United Nations: Consolidated List of Products Whose Consumption And / or Sale Have Been Banned, Withdrawn, Severely Restricted Or Not Approved by Governments . United Nations Publications, 1983, ISBN 978-92-1130230-1 , pp. 177 ( limited preview in Google Book search).

[Bela_Toth-7] Bela Toth: Hydrazines and Cancer A Guidebook on the Carciognic Activities of Hydrazines, Related Chemicals, and Hydrazine Containing Natural Products . CRC Press, 2003, ISBN 978-0-203-30509-6 , pp. 90 ( limited preview in Google Book search).