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About This Item
Empirical Formula (Hill Notation):
C15H12N2O2
CAS Number:
Molecular Weight:
252.27
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
384532
Product Name
Phenytoin, United States Pharmacopeia (USP) Reference Standard
InChI
1S/C15H12N2O2/c18-13-15(17-14(19)16-13,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H,(H2,16,17,18,19)
SMILES string
O=C1NC(=O)C(N1)(c2ccccc2)c3ccccc3
InChI key
CXOFVDLJLONNDW-UHFFFAOYSA-N
grade
pharmaceutical primary standard
API family
phenytoin
manufacturer/tradename
USP
mp
293-295 °C (lit.)
application(s)
pharmaceutical (small molecule)
format
neat
Gene Information
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Analysis Note
These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.
Application
Phenytoin USP Reference standard, intended for use in specified quality tests and assays as specified in the USP compendia. Also, for use with USP monographs such as:
- Phenytoin Sodium
- Phenytoin Chewable Tablets
- Phenytoin Oral Suspension
- Phenytoin Sodium Injection
- Extended Phenytoin Sodium Capsules
- Phenytoin Compounded Topical Gel
- Fosphenytoin Sodium Injection
Biochem/physiol Actions
Anticonvulsant.
Reduces incidence of grand mal seizures; appears to stabilize excitable membranes perhaps through effects on Na+, K+, and Ca2+ channels.
Disclaimer
Sales restrictions may apply.
General description
This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Carc. 2 - Repr. 1B
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
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Chunhong Shen et al.
Bone, 64, 246-253 (2014-05-02)
It has been shown that antiepileptic drugs (AEDs) may have a detrimental effect on bone health and translate into an increased risk of bone fracture. We aimed to comprehensively evaluate the association between use of AEDs and fracture risk. We
Deborah Pugin et al.
Critical care (London, England), 18(3), R103-R103 (2014-06-03)
Seizures refractory to third-line therapy are also labeled super-refractory status epilepticus (SRSE). These seizures are extremely difficult to control and associated with poor outcome. We aimed to characterize efficacy and side-effects of continuous infusions of pentobarbital (cIV-PTB) treating SRSE. We
H Kamp et al.
Bioanalysis, 4(18), 2291-2301 (2012-10-11)
BASF and Metanomics have built-up the database MetaMap(®)-Tox containing rat plasma metabolome data for more than 500 reference compounds. Phenytoin was administered to five Wistar rats of both sexes at dietary dose levels of 600 and 2400 ppm over 28
Fraser Birse et al.
The Cochrane database of systematic reviews, 5(5), CD009485-CD009485 (2012-05-18)
Antiepileptic drugs have been used in pain management since the 1960s; some have shown efficacy in treating different neuropathic pain conditions. Phenytoin is an established antiepileptic drug that has been used occasionally to treat intractable trigeminal neuralgia. To assess the
Wen-Hung Chung et al.
JAMA, 312(5), 525-534 (2014-08-07)
The antiepileptic drug phenytoin can cause cutaneous adverse reactions, ranging from maculopapular exanthema to severe cutaneous adverse reactions, which include drug reactions with eosinophilia and systemic symptoms, Stevens-Johnson syndrome, and toxic epidermal necrolysis. The pharmacogenomic basis of phenytoin-related severe cutaneous
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