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Substance Name: Dihydrokawain
RN: 587-63-3
UNII: NW8ZGW9XRZ
InChIKey: VOOYTQRREPYRIW-LBPRGKRZSA-N

Note

  • Inhibits binding of batrachotoxinin-A 20-alpha-benzoate to receptor site 2 of voltage-gated sodium channels.

Molecular Formula

  • C14-H16-O3

Molecular Weight

  • 232.2774
 

Classification Code

  • Natural Product
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Names and Synonyms

Name of Substance

  • Dihydrokavain
  • Dihydrokawain

Synonyms

  • 7,8-Dihydrokawain
  • CCRIS 9371
  • DHK
  • Dihydrokavain
  • Dihydrokawain
  • Kavain, dihydro-
  • Kawain, dihydro-
  • Marindinin
  • NSC 112163
  • UNII-NW8ZGW9XRZ

Systematic Names

  • 2H-Pyran-2-one, 5,6-dihydro-4-methoxy-6-(2-phenylethyl)-, (S)- (9CI)
  • 2H-Pyran-2-one, 5,6-dihydro-4-methoxy-6-phenethyl-

Registry Numbers

CAS Registry Number

  • 587-63-3

FDA UNII

  • NW8ZGW9XRZ

Other Registry Numbers

  • 19451-52-6
  • 19902-90-0
  • 24576-85-0

System Generated Number

  • 0000587633

Structure Descriptors

InChI

1S/C14H16O3/c1-16-13-9-12(17-14(15)10-13)8-7-11-5-3-2-4-6-11/h2-6,10,12H,7-9H2,1H3/t12-/m0/s1

InChIKey

VOOYTQRREPYRIW-LBPRGKRZSA-N

Smiles

COC1=CC(=O)O[C@@H](CCc2ccccc2)C1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 intraperitoneal > 250mg/kg (250mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

BEHAVIORAL: MUSCLE WEAKNESS
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 138, Pg. 505, 1962.
dog LD50 intraperitoneal > 200mg/kg (200mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

GASTROINTESTINAL: NAUSEA OR VOMITING
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 138, Pg. 505, 1962.
mouse LD50 intraperitoneal 325mg/kg (325mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: ATAXIA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 138, Pg. 505, 1962.
mouse LD50 intravenous 53mg/kg (53mg/kg) BEHAVIORAL: ANTICONVULSANT Archives Internationales de Pharmacodynamie et de Therapie. Vol. 177, Pg. 261, 1969.
mouse LD50 oral 920mg/kg (920mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 138, Pg. 505, 1962.
rabbit LD50 intraperitoneal 350mg/kg (350mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 138, Pg. 505, 1962.