MedKoo Cat#: 328407 | Name: Pheneturide
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Pheneturide, also known as S-46 and Benuride, is an anticonvulsant, of the ureide class, used to treat epilepsy.

Chemical Structure

Pheneturide
Pheneturide
CAS#90-49-3

Theoretical Analysis

MedKoo Cat#: 328407

Name: Pheneturide

CAS#: 90-49-3

Chemical Formula: C11H14N2O2

Exact Mass: 206.1055

Molecular Weight: 206.25

Elemental Analysis: C, 64.06; H, 6.84; N, 13.58; O, 15.51

Price and Availability

Size Price Availability Quantity
5mg USD 450.00 2 Weeks
10mg USD 600.00 2 Weeks
25mg USD 850.00 2 Weeks
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Related CAS #
No Data
Synonym
Pheneturide; S-46; S 46; S46; M 551; M-551; M551; Benuride; Deturid
IUPAC/Chemical Name
N-carbamoyl-2-phenylbutanamide
InChi Key
AJOQSQHYDOFIOX-UHFFFAOYSA-N
InChi Code
InChI=1S/C11H14N2O2/c1-2-9(10(14)13-11(12)15)8-6-4-3-5-7-8/h3-7,9H,2H2,1H3,(H3,12,13,14,15)
SMILES Code
O=C(N)NC(C(CC)C1=CC=CC=C1)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Biological target:
Pheneturide, also known as S-46 and Benuride, is an anticonvulsant, of the ureide class, used to treat epilepsy.
In vitro activity:
TBD
In vivo activity:
TBD

Preparing Stock Solutions

The following data is based on the product molecular weight 206.25 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
TBD
In vitro protocol:
TBD
In vivo protocol:
TBD
1: Neels HM, Sierens AC, Naelaerts K, Scharpé SL, Hatfield GM, Lambert WE. Therapeutic drug monitoring of old and newer anti-epileptic drugs. Clin Chem Lab Med. 2004;42(11):1228-55. doi: 10.1515/CCLM.2004.245. PMID: 15576287. 2: Byrne B, Rothchild R. 1H NMR studies of drugs with achiral and chiral lanthanide shift reagents: applications to the anticonvulsant pheneturide. Chirality. 1999;11(7):529-35. doi: 10.1002/(SICI)1520-636X(1999)11:7<529::AID- CHIR3>3.0.CO;2-K. PMID: 10423278. 3: Blank R. Antikonvulsiva und ihre psychischen Wirkungen--eine Ubersicht [Anticonvulsants and their psychological effects--a review]. Fortschr Neurol Psychiatr. 1990 Jan;58(1):19-32. German. doi: 10.1055/s-2007-1001167. PMID: 2407625. 4: Diwan BA, Nims RW, Ward JM, Hu H, Lubet RA, Rice JM. Tumor promoting activities of ethylphenylacetylurea and diethylacetylurea, the ring hydrolysis products of barbiturate tumor promoters phenobarbital and barbital, in rat liver and kidney initiated by N-nitrosodiethylamine. Carcinogenesis. 1989 Jan;10(1):189-94. doi: 10.1093/carcin/10.1.189. PMID: 2910522. 5: Vachta J, Valter K, Gold-Aubert P. Metabolism of pheneturide in the rat and in man. Eur J Drug Metab Pharmacokinet. 1986 Jul-Sep;11(3):195-204. doi: 10.1007/BF03189847. PMID: 3816875. 6: Ruettinger RT, Kim BH, Fulco AJ. Acylureas: a new class of barbiturate-like bacterial cytochrome P-450 inducers. Biochim Biophys Acta. 1984 Oct 16;801(3):372-80. doi: 10.1016/0304-4165(84)90141-7. PMID: 6435683. 7: Wad N. Simultaneous determination of eleven antiepileptic compounds in serum by high-performance liquid chromatography. J Chromatogr. 1984 Jan 13;305(1):127-33. doi: 10.1016/s0378-4347(00)83320-4. PMID: 6707135. 8: Gibberd FB, Park DM, Scott G, Gawel MJ, Fry DE, Page NG, Engler C, English JR, Rose FC. A comparison of phenytoin and pheneturide in patients with epilepsy: a double-blind cross-over trial. J Neurol Neurosurg Psychiatry. 1982 Dec;45(12):1113-8. doi: 10.1136/jnnp.45.12.1113. PMID: 6819339; PMCID: PMC491693. 9: Masuda Y, Shiraishi Y, Karasawa T, Yoshida K, Shimizu M. Differential antagonisms of anticonvulsants to various components of maximal seizures induced by electroshock or pentylenetetrazol in mice. J Pharmacobiodyn. 1980 Oct;3(10):526-31. doi: 10.1248/bpb1978.3.526. PMID: 7205534. 10: Christofides JA, Fry DE. Measurement of anticonvulsants in serum by reversed-phase ion-pair liquid chromatography. Clin Chem. 1980 Mar;26(3):499-501. PMID: 7363472. 11: Camerman A, Camerman N. Stereochemical similarities in chemically different antiepileptic drugs. Adv Neurol. 1980;27:223-31. PMID: 6103657. 12: Galeazzi RL, Egli M, Wad N. Pharmacokinetics of phenylethylacetylurea (pheneturide), an old antiepileptic drug. J Pharmacokinet Biopharm. 1979 Oct;7(5):453-62. doi: 10.1007/BF01062387. PMID: 529017. 13: Thomas PK, Abrams JD, Swallow D, Stewart G. Sialidosis type 1: cherry red spot-myoclonus syndrome with sialidase deficiency and altered electrophoretic mobilities of some enzymes known to be glycoproteins. 1. Clinical findings. J Neurol Neurosurg Psychiatry. 1979 Oct;42(10):873-80. doi: 10.1136/jnnp.42.10.873. PMID: 512662; PMCID: PMC490357. 14: Ward CD. Treatment of myoclonus with pheneturide. J Neurol Neurosurg Psychiatry. 1978 Jul;41(7):598-602. doi: 10.1136/jnnp.41.7.598. PMID: 690636; PMCID: PMC493102. 15: Camerman A, Camerman N. Ethylphenacemide and phenacemide: conformational similarities to diphenylhydantoin and stereochemical basis of anticonvulsant activity. Proc Natl Acad Sci U S A. 1977 Mar;74(3):1264-6. doi: 10.1073/pnas.74.3.1264. PMID: 265568; PMCID: PMC430664. 16: Latham AN, Sweeney GD. Binding of anticonvulsant drugs to cytochrome P-450: correlation with evidence of induction of hepatic microsomal enzymes. Can J Physiol Pharmacol. 1976 Dec;54(6):844-9. doi: 10.1139/y76-118. PMID: 1021219. 17: Houghton GW, Richens A. Inhibition of phenytoin metabolism by other drugs used in epilepsy. Int J Clin Pharmacol Biopharm. 1975 Jul;12(1-2):210-6. PMID: 240782. 18: Rassam JW, Anderson G. Letter: Exfoliative dermatitis during treatment with pheneturide. Br Med J. 1975 Apr 19;2(5963):139. doi: 10.1136/bmj.2.5963.139-a. PMID: 123813; PMCID: PMC1673123. 19: Bowe JC, Shersby BJ. Pheneturide in epilepsy: preliminary communication. Br J Clin Pract. 1973 May;27(5):174-6. PMID: 4585298. 20: Latham AN, Richens A. Pheneturide, a more potent liver enzyme inducer in man than phenobarbitone? Br J Pharmacol. 1973 Mar;47(3):615P. PMID: 4730837; PMCID: PMC1776336.