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`Substance Name: Valpruic acid [UsAN:USP:lNN:BAN]
`RN: 99-66-1
`|nCh|Key: NIJJYAXOARWZEE-UHFFFAOYSA-N
`Note
`EJA fatty acid with antioanvutsant properties used in the treatment or
`epilepsy, The mechanisms of its therapeutic actions are not well
`levels in the brain or by altering the properties ofvcllage dependent
`understood. It may act by Increasing GAMMAAMINOBUTYRIC ACID
`S(ldlIJI'I'l CllHl'lI'I€B,
`
`Molecular Formula
`EJCB—H16{)2
`Molecular Wei
`144 2124
`
`I“
`
`g
`
`H3C
`
`\ r \ r \
`
`
`
`Regisiy Nurrlaers
`Shrcltre Descriptors
`
`
`
`
`EJTranquiIizing Agents
`
`
`
`[3 F'ubMed Health
`E1LactMed
`EJMedIinePIusAII
`
`/ ljrtks h Resources
`(Zlassification Codes
`Elcentral Nervous System
`E]Antioonvulsant
`DeP'e553""5
`E]Antioonvulsants
`QDTUQ TTh9|'3D€|1“CAQe|“
`E]Antimanic agents
`Elcentral Nervous System Agents E]E|'|Zl'|T|e i|'|hibfl0T5
`EIGABA agents
`
`Links in Resources
`NLII Resources (File Looatnrs)
`E]MedlineF'lu5Drug
`E]ClinicalTrials,gov
`E]MeSH
`E]DailyMed
`E]PubChem
`E]DrugPortaI
`E]PubMed
`QEMIC
`E]PubMed AIDS
`EJHSDB
`other Resources [Internet Locanors)
`Elnrugnigest
`EJNIAID ClrernDB
`E]Drug5@FDA
`EINIST Wet:-Book
`Search for this |nChlKey on the Web
`
`E]Human Data
`Emeurctransmitler Agents
`E]Psychutmpic Drugs
`E]Reprcductive Efiect
`
`E]PubMed Cancer
`E]PubMed Toxicology
`EJRTECS
`QTOXLINE
`E]Pi||bOJ(
`
`E]usA_gov
`EIEPA ACTuR
`
`Names and Synonyms
`Name of substance
`Elvalproic acid
`
`MeSH Heading
`Elvalproic acid
`synonyms
`E]2—Pmpylpentancic acid
`E12-Prupyhraleric acid
`E13-D2-00-G030? {Beilstein
`Handbcuk Refetenoel
`E14-Heptanetzrboxylic acid
`5144039
`EIADDO11 44090
`511909155 acid. CHPTOFWF
`QACHS Valpmicllle
`E]Aciue valproique [lNN—French]
`E]Acidu valpmica
`Systematic Names
`E12-Prupyhraleric acid
`superlist Names
`Elvalproate
`
`Ell/alproic acid
`[USANiUSPi|NNiBAN]
`
`E]Acida valproioa [lNN5panish]
`E]Acidum valproicum
`E]Acidum valproicum [INN-Latin]
`l:1At:t—1n5od
`EJBRN 1750447
`E]Depakene
`Elnepalrin
`Elflepaltine
`E]Di—n-prcpyhoetic acid
`g]D;_n_pmW.e55;g5a.,,e
`
`Elniwpropylessigsaure [German]
`Elnipmpylacelate
`Elnipmpylaoetic acid
`EJDPA (VAN)
`EJEINECS 2024773
`E]Ergenyt
`EJHSDB 3532
`E]Kyselina 2-pmpyhtalerova
`E]Kyselina 2-pmpyhtalerova
`[Czech]
`Elmylpruin
`
`lEMypmic acid
`[E n-Diprapylaoetic acid
`[3 NSC 93519
`E1 Pmpylvaleric acid
`Eistavzor
`EJUNll£140l1Z5Wl
`tflvatpruate
`Ellalpmic acid
`Ell/upral
`
`E]Pentanaic acid, 2-prcp3tl-
`
`Elvaleric acid, 2-prupyl-
`
`Ell/alproic acid
`
`Registry Number:
`CA5 Registry Number
`[:199—aa—1
`Related Registry Ntrnher
`El7a534—7ct.a (hydrochloride salt (2:1))
`System Generated Number
`[DUUGUUQ9661
`
`Structure Descriptors
`Incnt
`1Sr‘C&H1602.'c1—3—5—T(6—4—2)8(Q)1(]IhTH,3—6H2,1—2H3,(H,9,10)
`im
`
`http://chem.sis.n|m.nih.gov/chemidplus/rn/99-66-1
`
`Actavis v. Research Corp. Techs.
`|PR2014—01126
`
`RCT EX. 2013 page 1
`
`Actavis v. Research Corp. Techs.
`IPR2014-01126
`RCT EX. 2013 page 1
`
`

`
`lrlchl
`1Sa‘C&H1602.'c1—&5—T(642)8(Q)10lhTH,36H2,1—
`Download
`
`2H3,(H,9,10)
`
`lnchlKey
`NIJJYAXOARWZEEUHFFFAOYSAN
`Search the web for [his InchIKey
`smiles
`C CCC CCC)C(O)=O
`
`Taxi :5
`
`
`
`Critical Care Medicine. Vol. 21,
`Pg. 299, 1993.
`Link to PubMed
`
`Journal of Analytical Toxicology,
`Vol. 20, Pg. 55, 1996.
`Linkto PubMed
`
`Lance1.VoI. 1, Pg. 1196, 1980.
`
`CARDIAC: PULSE RATE INCREASE
`WITHOUT FALL IN BP
`LUNGS, THORAX, OR RESPIRATION:
`CYANOSIS
`VASCULAR: BP LOWERING NOT
`CHARACTERIZED IN AUTONOMIC SECTION
`LUNGS, THORAX, OR RESPIRATION:
`DYSPNEA
`CARDIAC: PULSE RATE INCREASE
`WITHOUT FALL IN BP
`BEHAVIORAL: COMA
`American Journal of Diseases of
`105D0mgikgf30 GASTROINTESTINAL: CHANGES IN
`(10500mgIkg)
`STRUCTURE OR FUNCTION OF ENDOCRINE Children. Vol. 138, Pg. 912,
`PANCREAS
`1954.
`Linkto PubMed
`GASTROINTESTINAL: NAUSEA OR
`VOMITING
`1S00mgIkgK:‘:0D GASTROINTESTINAL: NAUSEA OR
`(1800mg.'kg)
`VOMITING
`GASTROINTESTINAL: CHANGES IN
`STRUCTURE OR FUNCTION OF ENDOCRINE
`PANCREAS
`
`375mgIkg
`(375mg.v‘kg)
`
`412mgIkg
`(412mg.fkg)
`
`child
`
`TDLo oral
`
`child
`
`TDLo oral
`
`child
`
`TDLo unreported
`
`(B24mg.I‘kg)
`13333ug1‘kgID-
`
`(13.333mg.'kg)
`736mgIkg
`(T36mg.v‘kg)
`
`21mgfkg.'2D—I
`(21 mgfkg)
`429mgIkg
`
`BEHAVIORAL: SLEEP
`
`"Pharmacodynamie de I'Acide
`
`l1I)g;‘)3rit3Jpy|acetique Vol. —, Pg. 39,
`New England Journal of
`
`I1I.'I9eT1;cine.VoI. 301, Pg. 435,
`LUNGS, THORAX, OR RESPIRATION: ACUTE Journal of Analytical Toxicology.
`Vol. 22, Pg. 537, I990.
`PULMONARY EDEMA
`Llnkto PubMed
`BRAIN AND COVERINGS: OTHER
`DEGENERATIVE CHANGES
`BEHAVIORAL: SOMNOLENCE (GENERAL
`DEPRESSED ACTIVITY)
`BEHAVIORAL; COMA
`
`Neurology. Vol. 3?, Pg. 886,
`1987.
`Link to PubMed
`Journal of Toxicology, Clinil
`
`guinea pig LD50 oral
`
`B2-4mgIkg
`
`human
`
`TDLo oral
`
`man
`
`LDLo oral
`
`TDLo oral
`
`TDLo oral
`
`man
`
`man
`
`mouse
`mouse
`mouse
`
`rabbit
`
`(429mg.fkg)
`LD50 intraperitoneal 47Dmgfkg
`(470mg.v‘kg)
`LD50 oral
`1098mgIkg
`(1093mg.'kg)
`LD50 subcutaneous B6DmgIkg
`
`(860mg.fkg)
`LD50 intraperitoneal 12DDmgIkg
`
`Egsiéjology. Vol. 38, Pg. 219,
`Chimica Therapeutica. Vol. 3,
`Pg. 430, 1968.
`European Patent Application.
`Vol. #73785,
`"Pharmacodynamie de |'Acide
`
`I1Z)‘li)|:‘)3r§py'Ia<:<-*:tique Vol. —, Pg. 38,
`"Pharmacodynamie de |'Acide
`
`glgiapgénpylacetique Vol. —, Pg. 39,
`Food and Cosmetics Toxioology.
`Vol. 2, Pg. 327, 1964.
`
`Journal of Toxicology, Clinil
`Toxioology. Vol. 38, Pg. 219,
`2000.
`
`American Journal of Emergency
`Medicine. Vol. 18, Pg. 508,
`2000.
`Llnkto PubMed
`
`rat
`
`LD50 oral
`
`women
`
`TDLo oral
`
`women
`
`TDLo oral
`
`(1200mg.'kg)
`67DmgIkg
`(670mg.v‘kg)
`
`BEHAVIORAL: SOMNOLENCE (GENERAL
`DEPRESSED ACTIVITY)
`GASTROINTESTINAL; "HYPERMOTILITY,
`DIARRHEA"
`10DmgIkg.'1t]D- BEHAVIORAL: GENERAL ANESTHETIC
`(100mg.fkg)
`BRAIN AND COVERINGS: ENCEPHALITIS
`BRAIN AND COVERINGS: CHANGES IN
`SURFACE EEG
`BEHAVIORAL; COMA
`BRAIN AND COVERINGS: CHANGES IN
`SURFACE EEG
`
`33DmgIkg
`(330mg.fkg)
`
`LUNGS, THORAX, OR RESPIRATION: OTHER
`CHANGES
`
`Phfiical Pmirlies
`deg C
`222
`Boiling Point
`(none)
`4.6
`pKa Dissociation Constant
`(none)
`2.75
`log P (oclano|—water)
`20
`mg:‘L
`2000
`Water Solubility
`25
`mm Hg
`0.046
`Vapor Pressure
`25
`Henry's Law Constant
`3.00E—06 am1—m3.'mole
`,Atmospheric DH Rate Constant B.18E-12 cm3.'mo|ecu|e—sec 25
`Pl1y:'I:d pmpeny lanai: prminaam cheminpius by syracuse Research cnrpnratinn
`See all avaname property data rurms cumpaunu, mung reramces
`
`EXP
`EXP
`EXP
`EXP
`EST
`EST
`EST
`
`http://chem.sis.nIm.nih.gov/chemidplus/rn/99-66-1
`
`Actavis v. Research Corp. Techs.
`IPR2014-01126
`
`RCT EX. 2013 page 2
`
`Actavis v. Research Corp. Techs.
`IPR2014-01126
`RCT EX. 2013 page 2
`
`

`
`
`
`http://chem.sis.n|m.nih.gov/chemidplus/rn/99-66-1
`
`Actavis v. Research Corp. Techs.
`|PR2014—01126
`
`RCT EX. 2013 page 3
`
`Actavis v. Research Corp. Techs.
`IPR2014-01126
`RCT EX. 2013 page 3