ChemicalBook > CAS DataBase List > Febantel

Febantel

Product Name
Febantel
CAS No.
58306-30-2
Chemical Name
Febantel
Synonyms
rintal;Febantel;Febante1;bayvh5757;Bay h-5757;FEBANTEL EP;Febantel CRS;Febantel EP/BP;Febantel powder;Febantel Standard
CBNumber
CB2502427
Molecular Formula
C20H22N4O6S
Formula Weight
446.48
MOL File
58306-30-2.mol
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Febantel Property

Melting point:
129-130°C
Boiling point:
215°C (rough estimate)
Density 
1.2962 (rough estimate)
refractive index 
1.6000 (estimate)
storage temp. 
Sealed in dry,2-8°C
solubility 
Chloroform (Sparingly)
form 
Solid
pka
7.60±0.46(Predicted)
color 
White to Off-White
Merck 
14,3944
InChI
InChI=1S/C20H22N4O6S/c1-28-12-17(25)21-16-11-14(31-13-7-5-4-6-8-13)9-10-15(16)22-18(23-19(26)29-2)24-20(27)30-3/h4-11H,12H2,1-3H3,(H,21,25)(H2,22,23,24,26,27)
InChIKey
HMCCXLBXIJMERM-UHFFFAOYSA-N
SMILES
N(C1C=C(SC2C=CC=CC=2)C=CC=1/N=C(\NC(=O)OC)/NC(=O)OC)C(=O)COC
CAS DataBase Reference
58306-30-2(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn
Risk Statements 
22
WGK Germany 
3
RTECS 
FB3955000
HS Code 
2930902000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
33981
Product name
Febantel
Purity
VETRANAL?, analytical standard
Packaging
100mg
Price
$108
Updated
2024/03/01
Sigma-Aldrich
Product number
1269356
Product name
Febantel
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$467
Updated
2024/03/01
TCI Chemical
Product number
F0922
Product name
Febantel
Packaging
1g
Price
$40
Updated
2024/03/01
TCI Chemical
Product number
F0922
Product name
Febantel
Packaging
5g
Price
$190
Updated
2024/03/01
Sigma-Aldrich
Product number
Y0000660
Product name
Febantel for system suitability
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
y0000660
Price
$157
Updated
2024/03/01
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Febantel Chemical Properties,Usage,Production

Description

Febantel [N-2-( [2,3-bis-(methoxycarbonyl)-guanidine] 5- phenylthio)-phenyl) -2-methoxyacetamide] is a new anthelmintic that is highly active against various species of nematodes and cestodes in rodents, sheep, cattle, and horses. In 1978, febantel was introduced to South Africa under the trade name of Rintal? as a sheep drench, and to New Zealand as a sheep and cattle drench, and the USA and Australia as a paste for horse[1].

Chemical Properties

Febantel is White to Off-White Solid

Originator

Rintal, Bayer,W. Germany,1979

Uses

Used as an anthelmintic.

Definition

ChEBI: Febantel is an aryl sulfide.

Manufacturing Process

2-Amino-5-phenylthiornethoxyacetanilide in methanol solution is heated with N,N'-bis-methoxycarbonyl-isothiourea-S-methyl ether with the addition of a catalytic amount of p-toluenesulfonic acid for three hours with stirring under reflux. The mixture is then filtered hot and after cooling the febantel product crystallizes out. It is filtered off, rinsed with ether and dried under high vacuum to give the final product, melting at 129°C to 130°C.

brand name

Combotel (Bayer AnimalHealth); Negabot Plus Paste (Bayer Animal Health); Oratel (Bayer Animal Health); Rintal (Bayer Animal Health).

Therapeutic Function

Anthelmintic

in vivo

In vivo assays indicated that febantel exhibited potent anthelmintic activity against G. kobayashii with an EC50 value of 0.03 mg/L and 100 % anthelmintic efficacy at 0.1 mg/L after 48 h of exposure. Moreover, in vivo trials also revealed a notable post-treatment effect of febantel, where infected goldfish transferred to drug-free water after short 6-h exposure could still result in full eradication of the worms, indicating febantel might induce persistent perturbations in parasite physiology[1].

in vivo

In vitro assays showed a negative correlation between febantel concentrations and the survival of G. Kobayashi. However, increasing the febantel concentration to 2.0 mg/L did not result in the complete death of all worms. Oral administration of febantel demonstrated limited anthelmintic activity, with only 49 % efficacy at 200 mg/kg body weight daily over five days. Acute toxicity assays revealed that the 48-h LC50 value of febantel was 5.47 mg/L, 182.23 times higher than the 48-h EC50 value, indicating that febantel has a favorable safety profile. However, febantel exposure potentially interfered with hepatic metabolism and oxidative status, as indicated by variations in SOD, GST, and P450 gene expression[1].

References

[1] Thomas, H. “Ovacidal activity of febantel.” New Zealand veterinary journal 27 12 (1979): 273–5.

Febantel Preparation Products And Raw materials

Raw materials

3-Chloroaniline

Preparation Products

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Febantel Suppliers

Americas 1 Austria 1 Belgium 2 Brazil 3 Canada 5 China 203 Czech Republic 1 Europe 1 France 4 Germany 8 India 71 Japan 1 Poland 1 South Korea 1 Switzerland 3 Tunisia 1 United Kingdom 9 United States 44 Uruguay 1 Global 361
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View Lastest Price from Febantel manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Febantel 58306-30-2
Price
US $65.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000kg/week
Release date
2024-05-27
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Febantel 58306-30-2
Price
US $0.00/Kg/Drum
Min. Order
1KG
Purity
97.5%-101.0%;EP
Supply Ability
500kgs
Release date
2021-08-10
Sinoway Industrial co., ltd.
Product
Febantel 58306-30-2
Price
US $0.00/Kg/Bag
Min. Order
2Kg/Bag
Purity
EP / Vet GMP
Supply Ability
20 tons
Release date
2021-07-19

58306-30-2, FebantelRelated Search:

N,N-Dimethylacetamide Fenbendazole Phenyl isothiocyanate Diphenyl sulfide Albendazole Thioacetamide Guanidineacetic acid 4-Methoxyphenylacetone Phenformin Phenformin hydrochloride Anisole Acetamide Nifuratel (Trifluoromethoxy)benzene 1,5-Diphenylcarbazide 1,3-Diphenylguanidine PHENYL VALERATE Phenylacetic acid

  • Febantel powder
  • FEBANTEL PESTANAL
  • 2-Acetamido-5-nitrothiazole VETRANAL
  • DIMETHYL[[2-[(METHOXYACETYL)AMINO]-4-(PHENYLTHIO)PHENYL]CARBONIMIDOYL]BISCARBAMATE(FEBANTEL)
  • Febantel
  • N-{2-[2,3-Bis-(methoxycarbonyl)-guanido]-5-(phenylthio)-phenyl}-2-methoxyacetamide
  • Carbamicacid,[[2-[(methoxyacetyl)amino]-4-(phenylthio)phenyl]carbonimidoyl]bis-,dimethylester
  • n-(2-(2,3-bis-(methoxycarbonyl)-guanidino)-5-(phenylthio)-phenyl)-2-methoxya
  • rintal
  • [N-[2-[(Methoxyacetyl)amino]-4-(phenylthio)phenyl]carbonimidoyl]biscarbamic acid dimethyl ester
  • Bay h-5757
  • N,N'-[[2-[(2-Methoxyacetyl)amino]-4-(phenylthio)phenyl]imidocarbonyl]bis(carbamic acid methyl) ester
  • FEBANTEL EP
  • Thiophenol guanidine
  • febantel pestanal Solution, 100ppm
  • methyl (2-(2-methoxyacetamido)-4-(phenylthio)phenylamino)(methoxycarbonylamino)methylenecarbamate
  • [[2-[(Methoxyacetyl)amino]-4-(phenylthio)phenyl]-carbonimidoyl]biscarbamicaciddimethylester
  • bayvh5757
  • carbamicacid,((2-((methoxyacetyl)amino)-4-(phenylthio)phenyl)carbonimidoyl)bi
  • (NE)-N-[(methoxycarbonylamino)-[2-[(2-methoxy-1-oxoethyl)amino]-4-(phenylthio)anilino]methylidene]carbamic acid methyl ester
  • Febantel for system suitability CRS
  • Febantel CRS
  • Febantel Standard
  • Pro-benzimidazole
  • methyl N-[N-[2-[(2-methoxyacetyl)amino]-4-phenylsulfanyl-phenyl]-N'-methoxycarbonyl-carbamimidoyl]carbamate 　
  • Carbamic acid, N,N'-[[2-[(2-methoxyacetyl)amino]-4-(phenylthio)phenyl]carbonimidoyl]bis-, C,C'-dimethyl ester
  • Febantel solution in Acetonitrile, 100μg/mL
  • Febantel USP/EP/BP
  • N-(((2-(2-MEthoxyacetamido)-4-(phenylsulfanyl)phenyl)amino)((methoxycarbonyl)imino)methyl)carbamate
  • Febantel (1269356)
  • 5-Dimethoxyphenol
  • Febantel EP/BP
  • Methyl 3-[[2-(2-Methoxyacetylamino)-4-phenylthiophenyl]amino]-3-(methoxycarbonylamino)-2-aza-2-propenoate
  • Febantel Impurity
  • Febante1
  • C13407000 Febantel
  • 58306-30-2
  • C20H22N4O6S
  • Pharmaceutical intermediate
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • 58306-30-2