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Substance Name: Levorphanol tartrate
RN: 125-72-4
UNII: WCB1I20F1K
InChIKey: RWTWIZDKEIWLKQ-IWWMGODWSA-N

Note

  • A narcotic analgesic that may be habit-forming. It is nearly as effective orally as by injection.

Molecular Formula

  • C17-H23-N-O.C4-H6-O6

Molecular Weight

  • 407.4601
 

Classification Codes

  • Drug / Therapeutic Agent
  • Mutation Data
  • Reproductive Effect
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Names and Synonyms

Results Name

  • Levorphanol tartrate

Name of Substance

  • Levorphanol tartrate anhydrous

Synonyms

  • 2H-10,4a-Iminoethanophenanthren-6-ol, 1,3,4,9,10,10a-hexahydro-11-methyl-, tartrate
  • D-(-)-Levorphanol tartrate
  • EINECS 204-753-8
  • l-3-Hydroxy-N-methylmorphinan bitartrate
  • l-3-Hydroxy-N-methylmorphinan tartrate
  • Lemoran
  • Levo-dromoran
  • Levorphan tartrate
  • Levorphanol bitartrate
  • Levorphanol tartrate
  • Morphinan-3-ol, 17-methyl-, tartrate (1:1) (salt), (-)-
  • Morphinan-6-ol, N-methyl-, tartrate (1:1) (salt), stereoisomer
  • NIH 4590
  • NSC 91012
  • Ro 1-5431/7
  • UNII-WCB1I20F1K

Systematic Names

  • Levorphanol hydrogen tartrate
  • Morphinan-3-ol, 17-methyl-, (2R,3R)-2,3-dihydroxybutanedioate (1:1)
  • Morphinan-3-ol, 17-methyl-, (R-(R*,R*))-2,3-dihydroxybutanedioate (1:1) (salt) (9CI)
  • Morphinan-3-ol, 17-methyl-, tartrate (1:1) (salt), (-)-

Registry Numbers

CAS Registry Number

  • 125-72-4

FDA UNII

  • WCB1I20F1K

Other Registry Numbers

  • 2603-64-7
  • 5497-47-2

System Generated Number

  • 0000125724

Molecular Formulas

Molecular Formula

  • C17-H23-N-O.C4-H6-O6

Molecular Formula Fragments

  • C17-H23-N-O
  • C4-H6-O6
  • COMPONENT

Structure Descriptors

InChI

1S/C17H23NO.C4H6O6/c1-18-9-8-17-7-3-2-4-14(17)16(18)10-12-5-6-13(19)11-15(12)17;5-1(3(7)8)2(6)4(9)10/h5-6,11,14,16,19H,2-4,7-10H2,1H3;1-2,5-6H,(H,7,8)(H,9,10)/t14-,16+,17+;1-,2-/m01/s1

InChIKey

RWTWIZDKEIWLKQ-IWWMGODWSA-N

Smiles

CN1CC[C@]23CCCC[C@H]2[C@H]1Cc4c3cc(cc4)O.[C@@H]([C@H](C(=O)O)O)(C(=O)O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 46mg/kg (46mg/kg) BEHAVIORAL: ANALGESIA Archives Internationales de Pharmacodynamie et de Therapie. Vol. 149, Pg. 571, 1964.
mouse LD50 intraperitoneal 92mg/kg (92mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Japanese Journal of Pharmacology. Vol. 11, Pg. 101, 1962.
mouse LD50 intravenous 32mg/kg (32mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 105, Pg. 221, 1956.
mouse LD50 oral 285mg/kg (285mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 109, Pg. 189, 1953.
mouse LD50 parenteral 14723ug/kg (14.723mg/kg) BEHAVIORAL: ANALGESIA Journal of Pharmacology and Experimental Therapeutics. Vol. 145, Pg. 11, 1964.
mouse LD50 subcutaneous 187mg/kg (187mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 109, Pg. 189, 1953.
rabbit LD50 intravenous 20mg/kg (20mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 109, Pg. 171, 1957.
rat LD50 intraperitoneal 48mg/kg (48mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: REGIDITY
Toxicology. Vol. 14, Pg. 217, 1979.
rat LD50 intravenous 27mg/kg (27mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 109, Pg. 171, 1957.
rat LD50 oral 150mg/kg (150mg/kg) KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED

BEHAVIORAL: REGIDITY

BEHAVIORAL: TREMOR
Journal of Pharmacology and Experimental Therapeutics. Vol. 109, Pg. 189, 1953.
rat LD50 subcutaneous 110mg/kg (110mg/kg) BEHAVIORAL: REGIDITY

BEHAVIORAL: TREMOR

KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED
Journal of Pharmacology and Experimental Therapeutics. Vol. 109, Pg. 189, 1953.