CAS 25875-50-7|Robenidine hydrochloride

Introduction:Basic information about CAS 25875-50-7|Robenidine hydrochloride, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameRobenidine hydrochloride
CAS Number25875-50-7Molecular Weight370.664
Density/Boiling Point488.1ºC at 760 mmHg
Molecular FormulaC15H14Cl3N5Melting Point252-254°C
MSDSChineseUSAFlash Point249ºC
Symbol
GHS07
Signal WordWarning

Names

NameRobenidine Hydrochloride
SynonymMore Synonyms

Robenidine hydrochloride BiologicalActivity

DescriptionRobenidine hydrochloride is an anticoccidial agent which is also active against MRSA and VRE with MIC50s of 8.1 and 4.7 μM, respectively.
Related CatalogSignaling Pathways >>Anti-infection >>BacterialSignaling Pathways >>Anti-infection >>ParasiteResearch Areas >>Infection
Target

MIC50: 8.1 μM (MRSA), 4.7 μM (VRE)[1]

In VitroRobenidine (compound 1) inhibits the growth of MRSA and VRE with MIC values of 8.1 and 4.7 μM, respectively. Robenidine is bactericidal against all of the S. aureus strains tested with MBC/MIC90 ratios ≤2. A profound and negative impact on the MIC values with a 4-fold decrease with Robenidine at 2% serum and no activity at 50% serum is observed[1].
In VivoThe time that the mean plasma concentration exceeds the concentration of 1 µg/mL is approximately 6 h in the Florfenicol (FFC) alone group; however, it is lowered to 4 h by Robenidine (ROB) pretreatment. The terminal elimination half-life (t1/2z), area under the concentration-time curve (AUC), area under the first moment curve (AUMC), and mean residence time (MRT) significantly decreased, whereas the elimination rate constant (λz) and total body clearance (CLz) obviously increased in rabbits pretreated with Robenidine[2].
Cell AssayMRSA clinical isolates are used in this study and the MIC50 for Robenidine (compound 1) is determined using a modified MIC assay. The antimicrobial dilutions of Robenidine are completed in 100% DMSO, with 2 μL added to each well. The assay is performed in a total volume of 200 μL in 96-well plates. Robenidine is tested in final concentrations of 0.7 to 345.3 μM. Plates are incubated for 20 to 24 h at 37°C before determination of the MIC[1].
Animal AdminThe rabbits are divided into four groups (n=8, each group). The rabbits in the control group are fed anticoccidial-free rations throughout the study. Rabbits in the other group are fed rations containing Robenidine (ROB) (66 ppm) for 20 consecutive days. At the end of the 20th day of feeding, a single dose of Florfenicol (FFC) is injected intravenously at 25 mg/kg body weight (b.w.) into the left auricular vein of each rabbit in all groups. Blood (approximately 1 mL) samples are collected into heparin-coated tubes from the right auricular vein of each rabbit at 5, 10, 15, 30, and 45 min and 1, 1.5, 2, 4, 6, 8, and 12 h after administration of FFC. The plasma is harvested after centrifugation at 3,000 g for 10 min and stored at -20°C until analysis[2].
References

[1]. Abraham RJ, et al. Robenidine Analogues as Gram-Positive Antibacterial Agents. J Med Chem. 2016 Mar 10;59(5):2126-38.

[2]. Liu C, et al. Influence of three coccidiostats on the pharmacokinetics of florfenicol in rabbits. Exp Anim. 2015;64(1):73-9.

Chemical & Physical Properties

Boiling Point488.1ºC at 760 mmHg
Melting Point252-254°C
Molecular FormulaC15H14Cl3N5
Molecular Weight370.664
Flash Point249ºC
Exact Mass369.031494
PSA72.63000
LogP5.15890
Vapour Pressure1.12E-09mmHg at 25°C
InChIKeyLTWIBTYLSRDGHP-HCURTGQUSA-N
SMILESNC(=NN=Cc1ccc(Cl)cc1)N[NH+]=Cc1ccc(Cl)cc1.[Cl-]
Storage condition0-6°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
ME8651000
CHEMICAL NAME :
Guanidine, 1,3-bis((p-chlorobenzylidene)amino)-, monohydrochloride
CAS REGISTRY NUMBER :
25875-50-7
LAST UPDATED :
198910
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C15-H13-Cl2-N5.Cl-H
MOLECULAR WEIGHT :
370.69

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
390 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JAFCAU Journal of Agricultural and Food Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB 57136, West End Stn., Washington, DC 20037) V.1- 1953- Volume(issue)/page/year: 21,794,1973
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
390 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JAFCAU Journal of Agricultural and Food Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB 57136, West End Stn., Washington, DC 20037) V.1- 1953- Volume(issue)/page/year: 23,724,1975

Safety Information

Symbol
GHS07
Signal WordWarning
Hazard StatementsH302
Personal Protective Equipmentdust mask type N95 (US);Eyeshields;Faceshields;Gloves
Hazard CodesXn:Harmful
Risk PhrasesR22
RIDADRNONH for all modes of transport
RTECSME8651000

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Synonyms

EINECS 247-307-8
MFCD01724404
Robenidine hydrochloride
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