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Name |
Dextrorphan |
EINECS | 204-754-3 |
CAS No. | 125-73-5 | Density | 1.17g/cm3 |
PSA | 138.53000 | LogP | 0.89570 |
Solubility | N/A | Melting Point |
≥195 °C |
Formula | C17H23 N O | Boiling Point | 410.4°Cat760mmHg |
Molecular Weight | 257.376 | Flash Point | 207.2°C |
Transport Information | N/A | Appearance | N/A |
Safety | Poison by subcutaneous and intravenous routes. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx. | Risk Codes | 22 |
Molecular Structure | Hazard Symbols | ||
Synonyms |
9a,13a,14a-Morphinan-3-ol, 17-methyl- (8CI);(+)-3-Hydroxy-N-methylmorphinan;(+)-Dromoran;(+)-N-Methylmorphinan-3-ol;Dextrorphan;O-Demethyldextromethorphan;Ro 1-6794;d-Levorphanol;dextro-Dromoran; |
Article Data | 58 |
Dextrorphan(DXO) is a psychoactive drug of the morphinan chemical class which acts as an antitussive or cough suppressant and dissociative hallucinogen. With the CAS No.125-73-5, is also named as (+)-3-Hydroxy-N-methylmorphinan; (+)-cis-1,3,4,9,10,10a-hexahydro-11-methyl-2h-10,4a-iminoethanophenanthren-6; (+)-cis-1,3,4,9,10,10a-Hexahydro-11-methyl-2H-10,4a-iminoethanophenanthren-6-ol; (+)-N-Methylmorphinan-3-ol. Dextrorphan is produced by O-demethylation of dextromethorphan by CYP2D6. Dextrorphan is an NMDA antagonist and contributes to the psychoactive effects of dextromethorphan.
Physical properties about Dextrorphan are: (1)ACD/LogP: 3.46; (2)ACD/LogD (pH 5.5): 0.52; (3)ACD/LogD (pH 7.4): 1.91; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 7.09; (6)ACD/KOC (pH 5.5): 2.09; (7)ACD/KOC (pH 7.4): 51.30; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 1; (11)Index of Refraction: 1.621; (12)Molar Refractivity: 76.928 cm3; (13)Molar Volume: 218.818 cm3; (14)Polarizability: 30.497 10-24cm3; (15)Surface Tension: 52.0989990234375 dyne/cm; (16)Density: 1.176 g/cm3; (17)Flash Point: 207.175 °C; (18)Enthalpy of Vaporization: 68.842 kJ/mol; (19)Boiling Point: 410.355 °C at 760 mmHg
You can still convert the following datas into molecular structure:
(1)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/s1;
(2)InChIKey=JAQUASYNZVUNQP-PVAVHDDUSA-N;
(3)Smilesc12[C@]34[C@@H]([C@H](Cc1ccc(c2)O)[N@@](C)CC3)CCCC4
The toxicity data is as follows:
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. |