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Robenidine hydrochloride

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Name

Robenidine hydrochloride

EINECS 247-307-8
CAS No. 25875-50-7 Density N/A
PSA 72.63000 LogP 5.15890
Solubility N/A Melting Point 252-254 °C
Formula C15H14Cl3N5 Boiling Point 475.8 °C at 760 mmHg
Molecular Weight 370.669 Flash Point 241.6 °C
Transport Information N/A Appearance off-white solid
Safety Risk Codes 22
Molecular Structure Molecular Structure of 25875-50-7 (Robenidine hydrochloride) Hazard Symbols HarmfulXn
Synonyms

Carbonimidicdihydrazide, bis[(4-chlorophenyl)methylene]-, monohydrochloride (9CI);Guanidine, 1,3-bis[(p-chlorobenzylidene)amino]-, monohydrochloride (8CI);1,3-Bis[(p-chlorobenzylidene)amino]guanidine monohydrochloride;Cycostat;Robenzidene;

Article Data 4

Robenidine hydrochloride Synthetic route

36062-19-8

1,3-diaminoguanidine hydrochloride

104-88-1

4-chlorobenzaldehyde

25875-50-7

2,2′-bis[(4-chlorophenyl)methylene]carbonimidic dihydrazide monohydrochloride

Conditions
ConditionsYield
With hydrogenchloride In methanol at 50℃; for 1h; pH=1.5; pH-value; Temperature;98.82%
In ethanol for 16h; Reflux;
25875-50-7

2,2′-bis[(4-chlorophenyl)methylene]carbonimidic dihydrazide monohydrochloride

71189-15-6

2-(isocyanatomethyl)furan

2-((E)-4-chlorobenzylidene)-1-((E)-N'-((E)-4-chlorobenzylidene)carbamohydrazonoyl)-N-(furan-2-ylmethyl)hydrazine-1-carboxamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile for 2.5h; Reflux;84%
25875-50-7

2,2′-bis[(4-chlorophenyl)methylene]carbonimidic dihydrazide monohydrochloride

3173-56-6

benzyl isothiocyanate

C23H20Cl2N6O*ClH

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile for 2.5h; Reflux;61%
541-41-3

chloroformic acid ethyl ester

25875-50-7

2,2′-bis[(4-chlorophenyl)methylene]carbonimidic dihydrazide monohydrochloride

ethyl 2-((E)-4-chlorobenzylidene)-1-((E)-N'-((E)-4-chlorobenzylidene)carbamohydrazonoyl)hydrazine-1-carboxylate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile for 2.5h; Reflux;42%
25875-50-7

2,2′-bis[(4-chlorophenyl)methylene]carbonimidic dihydrazide monohydrochloride

543-27-1

isobutyl chloroformate

isobutyl 2-((E)-4-chlorobenzylidene)-1-((E)-N'-((E)-4-chlorobenzylidene)carbamohydrazonoyl)hydrazine-1-carboxylate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile for 2.5h; Reflux;39%
25875-50-7

2,2′-bis[(4-chlorophenyl)methylene]carbonimidic dihydrazide monohydrochloride

109-90-0

ethyl isocyanate

2-((E)-4-chlorobenzylidene)-1-((E)-N'-((E)-4-chlorobenzylidene)carbamohydrazonoyl)-N-ethylhydrazine-1-carboxamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile for 2.5h; Reflux;33%
2525-62-4

Hexyl isocyanate

25875-50-7

2,2′-bis[(4-chlorophenyl)methylene]carbonimidic dihydrazide monohydrochloride

2-((E)-4-chlorobenzylidene)-1-((E)-N'-((E)-4-chlorobenzylidene)carbamohydrazonoyl)-N-hexylhydrazine-1-carboxamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile for 2.5h; Reflux;16%

Robenidine hydrochloride Chemical Properties

IUPAC Name:1,2-bis[(E)-(4-chlorophenyl)methylideneamino]guanidine hydrochloride
Synonyms: 1,2-Bis[(4-chlorophenyl)methylideneamino]guanidine hydrochloride ; Bis[(4-chlorophenyl)methylene]carbonimidic dihydrazide hydrochloride ; Robenidine hydrochloride ; Khimcoecid ; N, N'-Bis (p-chlorobenzylideneamino) quanidine
Molecular Structure of Robenidine (CAS NO. 25875-51-8) :
Molecular Formula of Robenidine (CAS NO. 25875-51-8) : C15H13Cl2N5.HCl
Molecular Weight of Robenidine (CAS NO. 25875-51-8) : 370.67
CAS NO: 25875-51-8
EINECS: 247-308-3

Robenidine hydrochloride Uses

  Robenidine (CAS NO. 25875-51-8) is a coccidiostat

Robenidine hydrochloride Production

Preparation Products: Robenidine hydrochloride

Robenidine hydrochloride Toxicity Data With Reference

1.    

orl-rat LD50:1350 mg/kg

    VETNAL    Veterinariya. 57 (9)(1981),53.
2.    

orl-mus LD50:1212 mg/kg

    VETNAL    Veterinariya. 53 (11)(1976),69.
3.    

orl-rbt LD50:1245 mg/kg

    VETNAL    Veterinariya. 57 (9)(1981),53.
4.    

orl-ckn LD50:500 mg/kg

    VETNAL    Veterinariya. 57 (9)(1981),53.
5.    

orl-dck LD50:1017 mg/kg

    VETNAL    Veterinariya. 57 (9)(1981),53.

Robenidine hydrochloride Safety Profile

Moderately toxic by ingestion. When heated to decomposition it emits toxic fumes of Cl and NOx.

Robenidine hydrochloride Specification

Robenidine with the cas number 25875-51-8, is also named 1,2-bis[(E)-(4-chlorophenyl)methylideneamino]guanidine by IUPAC. It is mainly used as coccidiostat. It is not used homemarket, because of the following cause:
Firstly, the Robenidine production cost is so high that consumer can use substitutes. Secondly, when it is used, it's drug-fast rate turned to be high rapidly. Besides, this chemical appeared bad smell. 

You can still convert the following datas into molecular structure :
1. SMILES:Clc2ccc(/C=N/NC(=N\N=C\c1ccc(Cl)cc1)\N)cc2
2. InChI:InChI=1/C15H13Cl2N5/c16-13-5-1-11(2-6-13)9-19-21-15(18)22-20-10-12-3-7-14(17)8-4-12/h1-10H,(H3,18,21,22)/b19-9+,20-10+

Robenidine toxic data can be showed in the following sheet.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
chicken LD50 oral 500mg/kg (500mg/kg)   Veterinariya. Veterinary Science. Vol. 57(9), Pg. 53, 1981.
duck LD50 oral 1017mg/kg (1017mg/kg)   Veterinariya. Veterinary Science. Vol. 57(9), Pg. 53, 1981.
mouse LD50 oral 1212mg/kg (1212mg/kg)   Veterinariya. Veterinary Science. Vol. 53(11), Pg. 69, 1976.
rabbit LD50 oral 1245mg/kg (1245mg/kg)   Veterinariya. Veterinary Science. Vol. 57(9), Pg. 53, 1981.
rat LD50 oral 1350mg/kg (1350mg/kg)   Veterinariya. Veterinary Science. Vol. 57(9), Pg. 53, 1981.

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