Dextromethorphan supplier | CasNO.125-71-3

Name
DEXTROMETHORPHAN
EINECS 204-752-2
CAS No. 125-71-3
Article Data26
CAS DataBase
Density 1.11 g/cm³
Solubility 12mg/L(temperature not stated)
Melting Point 80 °C
Formula C₁₈H₂₅NO
Boiling Point 394.9 °C at 760 mmHg
Molecular Weight 271.403
Flash Point 116.2 °C
Transport Information UN 3249
Appearance
Safety 16-36/37-45
Risk Codes 11-23/24/25-39/23/24/25
Molecular Structure
Hazard Symbols F,T
Synonyms 9α,13α,14α-Morphinan, 3-methoxy-17-methyl- (8CI);(+)-3-Methoxy-17-methylmorphinan;Ba 2666;Nodex;d-Methorphan;
PSA 12.47000
LogP 3.32130

Synthetic route

: dextromethorphan hydrobromide

: 125-71-3
dextromethorphan

Conditions

Conditions	Yield
With sodium hydroxide In water pH=10; Inert atmosphere;	100%
With ammonia In chloroform; water at 20℃; for 1h;
With ammonia In methanol at 20℃; for 1h;
With sodium hydroxide In water
In chloroform at 20℃; for 1h;	2.88 g

: 6700-34-1
dextromethorphan hydrobromide, monohydrate

: 125-71-3
dextromethorphan

Conditions

Conditions	Yield
With sodium hydroxide In chloroform; water for 0.5h;	97.98%

: 113951-04-5
dextromethorphan N-oxide hydrochloride

A: 1531-23-3, 1531-25-5, 4163-20-6, 28973-47-9, 53593-66-1
(+)-3-methoxymorphinan

B: 125-71-3
dextromethorphan

Conditions

Conditions	Yield
Stage #1: dextromethorphan N-oxide hydrochloride With ferrocene In chloroform at 40℃; for 72h; Stage #2: With sodium hydroxide In chloroform; water	A 92% B 8%
With ferrocene In chloroform at 40℃; for 40h; Polonovski reaction; Inert atmosphere;	A 92% B 8%

: 67596-84-3
(+)-2-methyl-1-(4-methoxy)benzyl-1,2,3,4,5,6,7,8-hexahydroisoquinoline

: 125-71-3
dextromethorphan

Conditions

Conditions	Yield
With aluminum (III) chloride In dichloromethane at 20℃; for 2h; Reagent/catalyst;	91%

: 125-70-2, 125-71-3, 510-53-2, 3561-92-0
rac-3-methoxy-17-methyl-morphinane

: 125-71-3
dextromethorphan

Conditions

Conditions	Yield
Gewinnung mit Hilfe von Lg-Weinsaeure;
Gewinnung mit Hilfe von Lg-Weinsaeure;

: 57969-05-8
(9α,13α,14α)-3-methoxy-17-methylmorphinan-10-one

A: 125-71-3
dextromethorphan

B: 133443-97-7
ent-3-methoxy-17-methyl-morphinan-10β-ol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride; diethyl ether

: 28973-48-0
(+)-3-methoxy-N-formylmorphinan

: 125-71-3
dextromethorphan

: 1899-02-1
trimethylphenylammonium hydroxide

ent-17-methyl-morphinan-3-ol: ent-17-methyl-morphinan-3-ol

: 125-71-3
dextromethorphan

Conditions

Conditions	Yield
With methanol; toluene
With methanol; toluene

: 104-01-8
4-Methoxyphenylacetic acid

: 125-71-3
dextromethorphan

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 5 h / 150 °C 2: POCl3 / benzene / Heating 3: pyridine; tetrahydrofuran / 8 h / 0 °C 4: H2 / Ru(OCOCF3)2<(S)-tolbinap> / methanol / 100 h / 30 °C / 76000.1 Torr View Scheme
Multi-step reaction with 5 steps 1.1: diisopropyl-carbodiimide; dmap / dichloromethane / 10 h / 0 - 20 °C 2.1: trichlorophosphate / toluene / 4 h / Reflux 3.1: phenylsilane; pyrrolidine / tetrahydrofuran; methanol / 5 h / 20 °C / Inert atmosphere 4.1: methanol / 0.25 h 4.2: 10 h / 20 °C 5.1: aluminum (III) chloride / dichloromethane / 2 h / 20 °C View Scheme

: 51072-35-6
1-(4-methoxybenzyl)-3,4,5,6,7,8-hexahydro-isoquinoline

: 125-71-3
dextromethorphan

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: pyridine; tetrahydrofuran / 8 h / 0 °C 2: H2 / Ru(OCOCF3)2<(S)-tolbinap> / methanol / 100 h / 30 °C / 76000.1 Torr View Scheme
Multi-step reaction with 3 steps 1.1: phenylsilane; pyrrolidine / tetrahydrofuran; methanol / 5 h / 20 °C / Inert atmosphere 2.1: methanol / 0.25 h 2.2: 10 h / 20 °C 3.1: aluminum (III) chloride / dichloromethane / 2 h / 20 °C View Scheme

: 51072-34-5
N-(2-cyclohex-1-enylethyl)-2-(4-methoxyphenyl)-acetamide

: 125-71-3
dextromethorphan

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: POCl3 / benzene / Heating 2: pyridine; tetrahydrofuran / 8 h / 0 °C 3: H2 / Ru(OCOCF3)2<(S)-tolbinap> / methanol / 100 h / 30 °C / 76000.1 Torr View Scheme
Multi-step reaction with 4 steps 1.1: trichlorophosphate / toluene / 4 h / Reflux 2.1: phenylsilane; pyrrolidine / tetrahydrofuran; methanol / 5 h / 20 °C / Inert atmosphere 3.1: methanol / 0.25 h 3.2: 10 h / 20 °C 4.1: aluminum (III) chloride / dichloromethane / 2 h / 20 °C View Scheme

: 116172-20-4
(Z)-2-Formyl-1-<(4-methoxyphenyl)methylene>-1,2,3,4,5,6,7,8-octahydroisoquinoline

: 125-71-3
dextromethorphan

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: H2 / Ru(OCOCF3)2<(S)-tolbinap> / methanol / 100 h / 30 °C / 76000.1 Torr View Scheme

: 29144-31-8
(S)-2-Formyl-1-<(4-methoxyphenyl)methyl>-1,2,3,4,5,6,7,8-octahydroispquinoline

: 125-71-3
dextromethorphan

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

: 125-71-3
dextromethorphan

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 5 h / 150 °C 2: POCl3 / benzene / Heating 3: pyridine; tetrahydrofuran / 8 h / 0 °C 4: H2 / Ru(OCOCF3)2<(S)-tolbinap> / methanol / 100 h / 30 °C / 76000.1 Torr View Scheme
Multi-step reaction with 5 steps 1.1: diisopropyl-carbodiimide; dmap / dichloromethane / 10 h / 0 - 20 °C 2.1: trichlorophosphate / toluene / 4 h / Reflux 3.1: phenylsilane; pyrrolidine / tetrahydrofuran; methanol / 5 h / 20 °C / Inert atmosphere 4.1: methanol / 0.25 h 4.2: 10 h / 20 °C 5.1: aluminum (III) chloride / dichloromethane / 2 h / 20 °C View Scheme

: 77-07-6, 125-73-5, 297-90-5, 2616-02-6, 59684-82-1
racemorphan

: 125-71-3
dextromethorphan

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: toluene; methanol 2: Gewinnung mit Hilfe von Lg-Weinsaeure View Scheme
Multi-step reaction with 2 steps 1: methanol; toluene 2: Gewinnung mit Hilfe von Lg-Weinsaeure View Scheme

: tri(4-tolyl)aminium hexafluorophosphate

: 100-58-3
phenylmagnesium bromide

: 125-71-3
dextromethorphan

A: 1159-53-1
tri(p-tolyl)amine

B: 11-benzyl-3-methoxy-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene

Conditions

Conditions	Yield
Stage #1: tri(4-tolyl)aminium hexafluorophosphate; dextromethorphan With 1,4-diaza-bicyclo[2.2.2]octane In acetonitrile at -5℃; for 0.0833333h; Inert atmosphere; Stage #2: phenylmagnesium bromide In tetrahydrofuran; acetonitrile at 0℃; for 0.0833333h; Inert atmosphere; regioselective reaction;	A 99% B 83%

...Expand

: 125-71-3
dextromethorphan

: 1531-23-3, 1531-25-5, 4163-20-6, 28973-47-9, 53593-66-1
(+)-3-methoxymorphinan

Conditions

Conditions	Yield
Stage #1: dextromethorphan With 3-chloro-benzenecarboperoxoic acid Polonovski type reaction; Inert atmosphere; Stage #2: With iron In chloroform at 20℃; Polonovski type reaction; Inert atmosphere;	97%
With BM3 variant 4H5 Enzymatic reaction;	50%
With human CYP3A4 expressed in Escherichia coli; NADPH-regenerating system In phosphate buffer for 0.25h; pH=7.4; Enzyme kinetics; Further Variations:; Reagents;

: 125-71-3
dextromethorphan

: 17341-93-4
2,2,2-Trichloroethyl chloroformate

: 245407-53-8
1,3,4,9,10,10A-hexahydro-6-methoxy-2H-10,4A-(iminoethano)phenanthrene-11-carboxylic acid

Conditions

Conditions	Yield
In toluene Heating;	95%
In toluene for 2h; Heating;	91.2%

: 125-71-3
dextromethorphan

: 74-88-4
methyl iodide

: 112349-71-0
ent-3-methoxy-17,17-dimethyl-9,10-didehydro-9,17-seco-morphinane

Conditions

Conditions	Yield
Stage #1: dextromethorphan; methyl iodide Stage #2: Alkaline hydrolysis;	95%

: 125-71-3
dextromethorphan

: 113951-05-6
dextromethorphan N-oxide

Conditions

Conditions	Yield
With perfluoro-cis-2-n-butyl-3-n-propyloxaziridine; HCFC-225ca,cb In dichloromethane at -60℃; for 0.333333h;	94%
With methanol; water; dihydrogen peroxide
With dihydrogen peroxide In methanol at 20℃; for 48h;

: 125-71-3
dextromethorphan

: 113951-04-5
dextromethorphan N-oxide hydrochloride

Conditions

Conditions	Yield
Stage #1: dextromethorphan With m-CPBA In chloroform at -30 - -20℃; Stage #2: With sodium hydroxide In chloroform; water Stage #3: With hydrogenchloride In chloroform; water	94%
Stage #1: dextromethorphan With dihydrogen peroxide In methanol; water at 0 - 20℃; for 18h; Stage #2: With hydrogenchloride In water	94%

: 125-71-3
dextromethorphan

: 524713-56-2
[2H]-Dextromethorphan 17-d3

Conditions

Conditions	Yield
With deuterium In tetrahydrofuran for 36h; Glovebox; Inert atmosphere; regioselective reaction;	92%

: C24H30N2O5S

: 125-71-3
dextromethorphan

: C42H55N3O6S

Conditions

Conditions	Yield
With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; sodium acetate In N,N-dimethyl-formamide at 20℃; for 16h; Irradiation; Inert atmosphere; diastereoselective reaction;	86%

: 125-71-3
dextromethorphan

: (+)-3-Methoxymorphinan hydrochloride

Conditions

Conditions	Yield
Stage #1: dextromethorphan With carbonochloridic acid 1-chloro-ethyl ester In toluene at 20℃; for 1h; Stage #2: With methanol In toluene at 65℃; for 1h; Reflux;	84.1%

: 280-57-9
1,4-diaza-bicyclo[2.2.2]octane

: 144-55-8
sodium hydrogencarbonate

: 125-71-3
dextromethorphan

A: 1-(3-methoxy-11-methyl-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoetheno)phenanthren-13-yl)-1,4-diazabicyclo[2.2.2]octan-1-ium bicarbonate

B: 1531-23-3, 1531-25-5, 4163-20-6, 28973-47-9, 53593-66-1
(+)-3-methoxymorphinan

Conditions

Conditions	Yield
Stage #1: 1,4-diaza-bicyclo[2.2.2]octane; dextromethorphan With tri(4-tolyl)aminium hexafluorophosphate In acetonitrile at -5℃; for 0.0833333h; Inert atmosphere; Stage #2: sodium hydrogencarbonate With water chemoselective reaction;	A 8% B 83%

...Expand

: 925-90-6
ethylmagnesium bromide

: 125-71-3
dextromethorphan

: 3-methoxy-11-propyl-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene

Conditions

Conditions	Yield
Stage #1: dextromethorphan With 1,4-diaza-bicyclo[2.2.2]octane; tri(4-tolyl)aminium hexafluorophosphate In acetonitrile at -5℃; for 0.0833333h; Inert atmosphere; Stage #2: ethylmagnesium bromide In diethyl ether; acetonitrile at 0℃; for 0.0833333h; Inert atmosphere; regioselective reaction;	81%

: 125-71-3
dextromethorphan

: 125-73-5
(+)-dextrorphan

Conditions

Conditions	Yield
With SoLo unspecific peroxygenase In aq. phosphate buffer; acetonitrile at 30℃; for 16.5h; pH=7; Reagent/catalyst; Enzymatic reaction;	75.2%
With cytochrome P450 2D6 expressed in human lymphoblast cells In phosphate buffer at 37℃; pH=7.4; Enzyme kinetics;
With yeast expressing CYP2D6 microsomes In phosphate buffer at 37℃; for 0.25h; pH=7.4; Enzyme kinetics; Further Variations:; Reagents;

: 1826-67-1
vinyl magnesium bromide

: 125-71-3
dextromethorphan

: 131723-91-6
11-allyl-3-methoxy-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene

Conditions

Conditions	Yield
Stage #1: dextromethorphan With 1,4-diaza-bicyclo[2.2.2]octane; tri(4-tolyl)aminium hexafluorophosphate In acetonitrile at -5℃; for 0.0833333h; Inert atmosphere; Stage #2: vinyl magnesium bromide In tetrahydrofuran; acetonitrile at 0℃; for 0.0833333h; Inert atmosphere; regioselective reaction;	75%

: 13170-43-9
(trimethylsilyl)methylmagnesium chloride

: 125-71-3
dextromethorphan

: (4bS,8aS,9S)-11-methyl-3-((trimethylsilyl)methyl)-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene

Conditions

Conditions	Yield
With nickel diacetate; 1,3-dicyclohexyl-1H-imidazol-3-ium chloride In tetrahydrofuran; toluene at 80℃; for 18h; Inert atmosphere; Sealed tube;	74%

: 23719-80-4
cyclopropylmagnesium bromide

: 125-71-3
dextromethorphan

: 11-(cyclopropylmethyl)-3-methoxy-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene

Conditions

Conditions	Yield
Stage #1: dextromethorphan With 1,4-diaza-bicyclo[2.2.2]octane; tri(4-tolyl)aminium hexafluorophosphate In acetonitrile at -5℃; for 0.0833333h; Inert atmosphere; Stage #2: cyclopropylmagnesium bromide In 2-methyltetrahydrofuran; acetonitrile at 0℃; for 0.0833333h; Inert atmosphere; regioselective reaction;	74%

: 1589-82-8
phenylmagnesium bromide

: 125-71-3
dextromethorphan

: (4bS,8aS,9S)-3-benzyl-11-methyl-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene

Conditions

Conditions	Yield
With nickel diacetate; 1,3-dicyclohexyl-1H-imidazol-3-ium chloride In tetrahydrofuran; toluene at 100℃; for 18h; Inert atmosphere; Sealed tube;	72%

: 556-56-9
allyl iodid

: 125-71-3
dextromethorphan

: 11-(but-3-en-1-yl)-3-methoxy-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene

Conditions

Conditions	Yield
Stage #1: dextromethorphan With 1,4-diaza-bicyclo[2.2.2]octane; tri(4-tolyl)aminium hexafluorophosphate In acetonitrile at -5℃; for 0.0833333h; Inert atmosphere; Stage #2: allyl iodid With indium In N,N-dimethyl-formamide; acetonitrile at 0℃; for 0.0833333h; Inert atmosphere; regioselective reaction;	71%

: 106-95-6
allyl bromide

: 125-71-3
dextromethorphan

: Allyl-[2-((4aS,10aR)-6-methoxy-1,3,4,10a-tetrahydro-2H-phenanthren-4a-yl)-ethyl]-methyl-amine

Conditions

Conditions	Yield
Stage #1: allyl bromide; dextromethorphan Stage #2: Alkaline hydrolysis;	67%

: 125-71-3
dextromethorphan

: (+)-2-amino-3-methoxy-17-methyl-9α,13α,14α-morphinan

Conditions

Conditions	Yield
Stage #1: dextromethorphan With sulfuric acid; hydroxylamine hydrochloride In acetonitrile at 25℃; for 0.166667h; Stage #2: With hydrogenchloride; titanium(III) chloride In water; acetonitrile at 25℃; Inert atmosphere; Sealed tube;	65%

: 163084-89-7
benzyl (2S,4S)-2-(tert-butyl)-4-isobutyl-5-oxooxazolidine-3-carboxylate

: 125-71-3
dextromethorphan

: C34H44N2O5

Conditions

Conditions	Yield
With [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate In acetonitrile at 23℃; for 12h; Irradiation; chemoselective reaction;	64%

: 33974-41-3
neopentylmagnesium bromide

: 125-71-3
dextromethorphan

: (4bS,8aS,9S)-11-methyl-3-neopentyl-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene

Conditions

Conditions	Yield
With nickel diacetate; 1,3-dicyclohexyl-1H-imidazol-3-ium chloride In tetrahydrofuran; toluene at 100℃; for 18h; Inert atmosphere; Sealed tube;	60%

: 6482-24-2
2-Bromoethyl methyl ether

: 125-71-3
dextromethorphan

: (2-Methoxy-ethyl)-[2-((4aS,10aR)-6-methoxy-1,3,4,10a-tetrahydro-2H-phenanthren-4a-yl)-ethyl]-methyl-amine

Conditions

Conditions	Yield
Stage #1: 2-Bromoethyl methyl ether; dextromethorphan Stage #2: Alkaline hydrolysis;	59%

: 125-71-3
dextromethorphan

: C18H27NO

Conditions

Conditions	Yield
With N,N'-Dimethylurea; tris(pyrrolidino)phosphine oxide; lithium bromide In tetrahydrofuran at 20℃; Electrochemical reaction;	59%

: 34164-50-6
4-penten-1-ylmagnesium bromide

: 125-71-3
dextromethorphan

: 11-(hex-5-en-1-yl)-3-methoxy-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene

Conditions

Conditions	Yield
Stage #1: dextromethorphan With 1,4-diaza-bicyclo[2.2.2]octane; tri(4-tolyl)aminium hexafluorophosphate In acetonitrile at -5℃; for 0.0833333h; Inert atmosphere; Stage #2: 4-penten-1-ylmagnesium bromide In tetrahydrofuran; acetonitrile at 0℃; for 0.0833333h; Inert atmosphere; regioselective reaction;	57%

: 89343-06-6
tris-iso-propylsilyl acetylene

: 125-71-3
dextromethorphan

: (4bS,8aS,9S)-11-methyl-3-((triisopropylsilyl)ethynyl)-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene

Conditions

Conditions	Yield
Stage #1: tris-iso-propylsilyl acetylene With ethylmagnesium bromide In tetrahydrofuran at 20℃; for 0.0833333h; Inert atmosphere; Glovebox; Stage #2: dextromethorphan With bis(1,5-cyclooctadiene)nickel (0); 1,3-dicyclohexyl-1H-imidazol-3-ium chloride In 1,4-dioxane at 120℃; for 18h; Inert atmosphere; Sealed tube;	52%

: 7103-09-5
4-but-1-enylmagnesium bromide

: 125-71-3
dextromethorphan

: 3-methoxy-11-(pent-4-en-1-yl)-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene

Conditions

Conditions	Yield
Stage #1: dextromethorphan With 1,4-diaza-bicyclo[2.2.2]octane; tri(4-tolyl)aminium hexafluorophosphate In acetonitrile at -5℃; for 0.0833333h; Inert atmosphere; Stage #2: 4-but-1-enylmagnesium bromide In tetrahydrofuran; acetonitrile at 0℃; for 0.0833333h; Inert atmosphere; regioselective reaction;	48%

Dextromethorphan History

1、Dextromethorphan was first patented under U.S. Patent 2,676,177.
2、The U.S. Food and Drug Administration (FDA) approved dextromethorphan for over-the-counter sale as a cough suppressant in 1958.
3、During the 1960s and 1970s, dextromethorphan became available in an over-the-counter tablet form by the brand name Romilar.
4、In 1973, Romilar was taken off the shelves after a burst in sales due to frequent abuse, and was replaced by cough syrup in an attempt to cut down on abuse.
5、More recently (the early 1990s), gel capsule forms began reappearing in the form of Drixoral Cough Liquid Caps and later Robitussin CoughGels as well as several generic forms of that preparation.

Dextromethorphan Specification

This chemical is called Dextromethorphan, and its systematic name is 9-alpha,13-alpha,14-alpha-Morphinan, 3-methoxy-17-methyl-. With the molecular formula of C₁₈H₂₅NO, its classification codes are Antitussive; Antitussive agents; Central Nervous System Agents; Drug / Therapeutic Agent; Excitatory Amino Acid Agents; Excitatory amino acid antagonists; Human Data; Neurotransmitter Agents; Respiratory System Agents. The CAS registry number of this chemical is 125-71-3. Additionally, its product categories are Respiratory Drugs; Medical and Biological Chemical; API. It is one of the widely used antitussives, and is also used to study the involvement of glutamate receptors in neurotoxicity

Other characteristics of the Dextromethorphan can be summarised as followings: (1)ACD/LogP: 4.11; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.12; (4)ACD/LogD (pH 7.4): 2.39; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 14.9; (7)ACD/KOC (pH 5.5): 4.22; (8)ACD/KOC (pH 7.4): 78.03; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 12.47 Å²; (13)Index of Refraction: 1.585; (14)Molar Refractivity: 81.76 cm³; (15)Molar Volume: 243.8 cm³; (16)Polarizability: 32.41×10^-24cm³; (17)Surface Tension: 44.9 dyne/cm; (18)Density: 1.11 g/cm³; (19)Flash Point: 116.2 °C; (20)Enthalpy of Vaporization: 64.5 kJ/mol; (21)Boiling Point: 394.9 °C at 760 mmHg; (22)Vapour Pressure: 1.92E-06 mmHg at 25°C.

Uses of this chemical: The Dextromethorphan could be used to produce the ent-(17X)-3-methoxy-17-methyl-morphinane-17-oxide. This reaction needs the reagents of methanol, water and hydrogen peroxide.

The Dextromethorphan could be used to produce the ent-(17X)-3-methoxy-17-methyl-morphinane-17-oxide

You can still convert the following datas into molecular structure:
1.SMILES: O(c1ccc3c(c1)[C@@]24[C@@H]([C@H](N(CC2)C)C3)CCCC4)C
2.InChI: InChI=1/C18H25NO/c1-19-10-9-18-8-4-3-5-15(18)17(19)11-13-6-7-14(20-2)12-16(13)18/h6-7,12,15,17H,3-5,8-11H2,1-2H3/t15-,17+,18+/m1/s1
3.InChIKey: MKXZASYAUGDDCJ-NJAFHUGGBD

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
child	TDLo	oral	16mg/kg (16mg/kg)	SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) BEHAVIORAL: ATAXIA	Pediatric Emergency Care. Vol. 7, Pg. 163, 1991.
child	TDLo	oral	38mg/kg (38mg/kg)	SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)	Pediatric Emergency Care. Vol. 13, Pg. 214, 1997.
dog	LDLo	intravenous	22mg/kg (22mg/kg)		Chemical and Pharmaceutical Bulletin. Vol. 7, Pg. 372, 1959.
mouse	LD50	oral	210mg/kg (210mg/kg)		Journal of Pharmaceutical Sciences. Vol. 60, Pg. 1523, 1971.
mouse	LD50	subcutaneous	112mg/kg (112mg/kg)		Chemical and Pharmaceutical Bulletin. Vol. 7, Pg. 372, 1959.
rat	LD50	intravenous	16286ug/kg (16.286mg/kg)	BEHAVIORAL: GENERAL ANESTHETIC BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: ATAXIA	Arzneimittel-Forschung. Drug Research. Vol. 45, Pg. 1188, 1995.
rat	LD50	oral	116mg/kg (116mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: ATAXIA SKIN AND APPENDAGES (SKIN): HAIR: OTHER	Arzneimittel-Forschung. Drug Research. Vol. 45, Pg. 1188, 1995.

Product Name

DEXTROMETHORPHAN

Synthetic route

Dextromethorphan History

Dextromethorphan Specification

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