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Substance Name: Dextrorphan [INN:BAN]
RN: 125-73-5
UNII: 04B7QNO9WS
InChIKey: JAQUASYNZVUNQP-PVAVHDDUSA-N
Note
- Dextro form of levorphanol. It acts as a noncompetitive NMDA receptor antagonist, among other effects, and has been proposed as a neuroprotective agent. It is also a metabolite of DEXTROMETHORPHAN.
Molecular Formula
- C17-H23-N-O
Molecular Weight
- 257.375
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- Classifications
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- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Central Nervous System Agents
- Drug / Therapeutic Agent
- Excitatory Amino Acid Agents
- Excitatory Amino Acid Antagonists
- Neuroprotective Agents
- Neurotransmitter Agents
- Protective Agents
- Reproductive Effect
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Names and Synonyms
Results Name
- Dextrorphan [INN:BAN]
Name of Substance
- Dextrorphan
- Dextrorphan [INN:BAN]
- Levorphanol d-form
MeSH Heading
- Dextrorphan
Synonyms
- (+)-cis-1,3,4,9,10,10a-Hexahydro-11-methyl-2H-10,4a-iminoethanophenanthren-6-ol
- 2H-10,4a-(Iminoethano)phenanthren-6-ol, 1,3,4,9,10,10a-hexahydro-11-methyl-, (+)-
- 4-21-00-01364 (Beilstein Handbook Reference)
- BRN 0088093
- d-3-Hydroxy-N-methylmorphinan
- Destrorfano
- Destrorfano [DCIT]
- Dextrorfano
- Dextrorfano [INN-Spanish]
- Dextrorphan
- Dextrorphane
- Dextrorphane [INN-French]
- Dextrorphanum
- Dextrorphanum [INN-Latin]
- EINECS 204-754-3
- Morphinan, 3-hydroxy-N-methyl, (+)-
- Ro 1-6794
- UNII-04B7QNO9WS
Systematic Names
- 9-alpha,13-alpha,14-alpha-Morphinan-3-ol, 17-methyl-
- Dextrorphan
- Morphinan-3-ol, 17-methyl-, (9alpha,13alpha,14alpha)-
Registry Numbers
CAS Registry Number
- 125-73-5
FDA UNII
- 04B7QNO9WS
System Generated Number
- 0000125735
Structure Descriptors
InChI
1S/C17H23NO/c1-18-9-8-17-7-3-2-4-14(17)16(18)10-12-5-6-13(19)11-15(12)17/h5-6,11,14,16,19H,2-4,7-10H2,1H3/t14-,16+,17+/m1/s1InChIKey
JAQUASYNZVUNQP-PVAVHDDUSA-NSmiles
c12[C@]34[C@@H]([C@H](Cc1ccc(c2)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intravenous | 65mg/kg (65mg/kg) | Compilation of LD50 Values of New Drugs. | |
mouse | LD50 | oral | 276mg/kg (276mg/kg) | Journal of Organic Chemistry. Vol. 22, Pg. 1370, 1957. | |
mouse | LD50 | subcutaneous | 131mg/kg (131mg/kg) | Journal of Organic Chemistry. Vol. 22, Pg. 1370, 1957. | |
rabbit | LD50 | intravenous | 28mg/kg (28mg/kg) | Compilation of LD50 Values of New Drugs. | |
rat | LD50 | intravenous | 21mg/kg (21mg/kg) | SKIN AND APPENDAGES (SKIN): HAIR: OTHER LUNGS, THORAX, OR RESPIRATION: DYSPNEA MUSCULOSKELETAL: OTHER CHANGES | Arzneimittel-Forschung. Drug Research. Vol. 45, Pg. 1188, 1995. |
rat | LD50 | oral | 584mg/kg (584mg/kg) | SKIN AND APPENDAGES (SKIN): HAIR: OTHER SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE BEHAVIORAL: ATAXIA | Arzneimittel-Forschung. Drug Research. Vol. 45, Pg. 1188, 1995. |
rat | LD50 | subcutaneous | 800mg/kg (800mg/kg) | Compilation of LD50 Values of New Drugs. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
log P (octanol-water) | 3.11 | (none) | EXP | |
Water Solubility | 1840 | mg/L | 25 | EST |
Vapor Pressure | 1.04E-06 | mm Hg | 25 | EST |
Henry's Law Constant | 2.11E-10 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 2.07E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.