Date published: 2025-12-12

1-800-457-3801

SCBT Portrait Logo
Seach Input

(S)-Mephenytoin (CAS 70989-04-7)

5.0(1)
Write a reviewAsk a question

See product citations (14)

Alternate Names:
(S)-5-Ethyl-3-methyl-5-phenylhydantoin
Application:
(S)-Mephenytoin is a substrate for assaying CYP2C19 polymorphism
CAS Number:
70989-04-7
Purity:
≥98%
Molecular Weight:
218.25
Molecular Formula:
C12H14N2O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

QUICK LINKS

(S)-Mephenytoin, a hydantoin small molecule recognized for its anticonvulsant properties, plays a critical role in research focused on genetic polymorphisms affecting metabolic pathways. The variability in hydroxylation of (S)-Mephenytoin at the 4′ position highlights the polymorphic nature of CYP2C19, a pivotal enzyme in the cytochrome P-450 system responsible for the oxidation of various substances. This variability delineates a spectrum of metabolic capabilities, distinguishing between phenotypes that efficiently metabolize (S)-Mephenytoin and those classified as poor metabolizers. Poor metabolizers lack the ability to effectively undergo 4′-hydroxylation of (S)-Mephenytoin, which correlates with a broader inefficiency in clearing other substances. This distinction has propelled the use of (S)-Mephenytoin metabolism as a model to investigate the genetic underpinnings of metabolic diversity. Such research aids in understanding the implications of metabolic phenotypes in the context of substance design and toxicity predictions, offering valuable insights into the development of strategies for managing variable metabolic responses. Acting as a substrate for both CYP2B6 and CYP2C19, (S)-Mephenytoin serves as a key tool in elucidating the complexities of the cytochrome P-450 system′s role in metabolic processes.


(S)-Mephenytoin (CAS 70989-04-7) References

  1. Comparison of (S)-mephenytoin and proguanil oxidation in vitro: contribution of several CYP isoforms.  |  Coller, JK., et al. 1999. Br J Clin Pharmacol. 48: 158-67. PMID: 10417492
  2. Comparison of in vitro and in vivo inhibition potencies of fluvoxamine toward CYP2C19.  |  Yao, C., et al. 2003. Drug Metab Dispos. 31: 565-71. PMID: 12695344
  3. Studies of binding modes of (S)-mephenytoin to wild types and mutants of cytochrome P450 2C19 and 2C9 using homology modeling and computational docking.  |  Oda, A., et al. 2004. Pharm Res. 21: 2270-8. PMID: 15648259
  4. [Determination of R- and S-mephenytoin in human urine by gas chromatography].  |  Huang, S., et al. 1997. Se Pu. 15: 408-10. PMID: 15739491
  5. High-throughput radiometric CYP2C19 inhibition assay using tritiated (S)-mephenytoin.  |  Di Marco, A., et al. 2007. Drug Metab Dispos. 35: 1737-43. PMID: 17600081
  6. Identification of new CYP2C19 variants exhibiting decreased enzyme activity in the metabolism of S-mephenytoin and omeprazole.  |  Lee, SJ., et al. 2009. Drug Metab Dispos. 37: 2262-9. PMID: 19661214
  7. Genetic polymorphisms of drug metabolism.  |  Meyer, UA. 1990. Fundam Clin Pharmacol. 4: 595-615. PMID: 1982880
  8. Polymorphism of cytochrome P-450 in humans.  |  Guengerich, FP. 1989. Trends Pharmacol Sci. 10: 107-9. PMID: 2688217
  9. In Vitro Functional Characterisation of Cytochrome P450 (CYP) 2C19 Allelic Variants CYP2C19*23 and CYP2C19*24.  |  Lau, PS., et al. 2017. Biochem Genet. 55: 48-62. PMID: 27578295
  10. In vitro evaluation of the inhibition potential of echinacoside on human cytochrome P450 isozymes.  |  Wu, Y., et al. 2022. BMC Complement Med Ther. 22: 46. PMID: 35180866
  11. Genetic analysis of the S-mephenytoin polymorphism in a Chinese population.  |  de Morais, SM., et al. 1995. Clin Pharmacol Ther. 58: 404-11. PMID: 7586932
  12. Catalytic role of cytochrome P4502B6 in the N-demethylation of S-mephenytoin.  |  Heyn, H., et al. 1996. Drug Metab Dispos. 24: 948-54. PMID: 8886603
  13. The role of CYP2C in the in vitro bioactivation of the contraceptive steroid desogestrel.  |  Gentile, DM., et al. 1998. J Pharmacol Exp Ther. 287: 975-82. PMID: 9864282

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

(S)-Mephenytoin, 5 mg

sc-200975
5 mg
$139.00

(S)-Mephenytoin, 25 mg

sc-200975A
25 mg
$539.00

What is the storage temperature after reconstitution in DMSO please ?

Asked by: Floriansimon
Thanks for your question. The product can be stored at room temperature after reconstitution in DMSO. Please contact technical service if any further support is required.
Answered by: SCBT Heidelberg Support
Date published: 2019-01-07

Is the compound cell biology grade?

Asked by: two2igm05
We do not specify a grade for this produtct.
Answered by: Chemical Support 4
Date published: 2017-02-25
  • y_2025, m_11, d_13, h_10CST
  • bvseo_bulk, prod_bvqa, vn_bulk_3.0.42
  • cp_1, bvpage1
  • co_hasquestionsanswers, tq_2
  • loc_en_US, sid_200975, prod, sort_[SortEntry(order=LAST_APPROVED_ANSWER_SUBMISSION_TIME, direction=DESCENDING)]
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-4.0.0
  • CLOUD, getContent, 114ms
  • QUESTIONS, PRODUCT
Rated 5 out of 5 by from Various publications cite the use of (S)Various publications cite the use of (S)-Mephenytoin as a substrate for assaying CYP2C19 polymorphism. -SCBT Publication Review
Date published: 2015-01-23
  • y_2025, m_11, d_13, h_10
  • bvseo_bulk, prod_bvrr, vn_bulk_3.0.42
  • cp_1, bvpage1
  • co_hasreviews, tv_0, tr_1
  • loc_en_US, sid_200975, prod, sort_[SortEntry(order=SUBMISSION_TIME, direction=DESCENDING)]
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-4.0.0
  • CLOUD, getReviews, 19ms
  • REVIEWS, PRODUCT
(S)-Mephenytoin is rated 5.0 out of 5 by 1.
  • y_2025, m_11, d_13, h_10
  • bvseo_bulk, prod_bvrr, vn_bulk_3.0.42
  • cp_1, bvpage1
  • co_hasreviews, tv_0, tr_1
  • loc_en_US, sid_200975, prod, sort_[SortEntry(order=SUBMISSION_TIME, direction=DESCENDING)]
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-4.0.0
  • CLOUD, getAggregateRating, 103ms
  • REVIEWS, PRODUCT