Febantel

ChemicalBook > CAS DataBase List > 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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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:

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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