CompoundList

Levorphanol

Also known as Levorphan, Aromarone, 17-Methylmorphinan-3-ol

Levorphanol chemical structure, C17H23NO, CAS 77-07-6
2D chemical structure

Key facts

What buyers check first

CAS number
77-07-6
Formula
C17H23NO
Appearance
Crystals
Melting point
198 to 199
HS code
293341
Category
Analgesics and anti-inflammatories

What is Levorphanol?

Plain description, key identifiers and synonyms

Levorphanol is a morphinane alkaloid.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
(1R,9R,10R)-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-trien-4-ol
CAS number
77-07-6 CAS number cross-checkedOther or deprecated CAS: 297-90-5
EC numbers
201-002-6, 206-048-0
Molecular formula
C17H23NO
UNII
27618J1N2X, V7R79HN3XD
InChIKey
JAQUASYNZVUNQP-USXIJHARSA-N
InChI
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+/m0/s1
Canonical SMILES
CN1CCC23CCCCC2C1Cc1ccc(O)cc13
Isomeric SMILES
CN1CC[C@]23CCCC[C@H]2[C@H]1CC4=C3C=C(C=C4)O

Synonyms

  • Levorphan
  • Aromarone
  • 17-Methylmorphinan-3-ol
  • Levorfanol
  • Levorphanolum
  • Levorfanolo
  • Ro 1-5431
  • (-)-3-Hydroxy-N-methylmorphinan
  • (-)-N-Methylmorphinan-3-ol
  • DEA No. 9220
  • Morphinan-3-ol, 17-methyl-
  • Morphinan, 3-hydroxy-17-methyl-
  • 3 Hydroxy N methylmorphinan
  • 1,3,4,9,10,10a-Hexahydro-11-methyl-2H-10,4a-iminoethanophenanthren-6-ol, l-
  • 2H-10,4a-Iminoethanophenanthren-6-ol, 1,3,4,9,10,10a-hexahydro-11-methyl-
  • 2H-10,4a-Iminoethanophenanthren-6-ol, 1,3,4,9,10,10a-hexahydro-11-methyl-, l-
  • Levodroman
  • (1R,9R,10R)-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-trien-4-ol
  • LevoDromoran
  • Levo Dromoran
  • L Dromoran
  • Levorphanol Dl-
  • (1R,9R,10R)-17-methyl-17-azatetracyclo(7.5.3.0^(1,10).0^(2,7))heptadeca-2(7),3,5-trien-4-ol
  • (1R,9R,10R)-17-methyl-17-azatetracyclo(7.5.3.01,10.02,7)heptadeca-2(7),3,5-trien-4-ol
  • (1R,9R,10R)-17-methyl-17-azatetracyclo[7.5.3.0^{1,10}.0^{2,7}]heptadeca-2(7),3,5-trien-4-ol
Show all 33 synonyms
  • Methorfinan
  • Racemorfano
  • Levorphanol dl-form
  • Levorphanal
  • DEA No. 9733
  • Levorphanol (INN)
  • Racemorphan
  • Racemorphane

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

Appearance
Crystalsexp.
Melting point
198 to 199exp.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight
257.38 g/molcalc.
Exact mass
257.178 Dacalc.
LogP (octanol/water)
3.08calc.
Topological polar surface area
23.47 Ųcalc.
Hydrogen bond donors
1calc.
Hydrogen bond acceptors
2calc.
Rotatable bonds
0calc.
Heavy atoms
19calc.
Rings
4calc.
Aromatic rings
1calc.
Fraction sp3 carbons
0.65calc.
Formal charge
0calc.
Stereocentres
3calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, c1ccc2c(c1)CC1NCCC23CCCCC13

c1ccc2c(c1)CC1NCCC23CCCCC13

4 rings, 17 atoms.

171 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Danger
GHS06: Acute toxicity (severe)
Acute toxicity (severe)
GHS08: Serious health hazard
Serious health hazard

Hazard statements

  • H301Toxic if swallowed.
  • H312Harmful in contact with skin.
  • H317May cause an allergic skin reaction.
  • H331Toxic if inhaled.
  • H334May cause allergy or asthma symptoms or breathing difficulties if inhaled.
  • H336May cause drowsiness or dizziness.
Precautionary statements (24)
  • P233Keep container tightly closed.
  • P260Do not breathe dust, fume, gas, mist, vapours or spray.
  • P261Avoid breathing dust, fume, gas, mist, vapours or spray.
  • P264Wash skin thoroughly after handling.
  • P270Do not eat, drink or smoke when using this product.
  • P271Use only outdoors or in a well-ventilated area.
  • P272Contaminated work clothing should not be allowed out of the workplace.
  • P280Wear protective gloves, protective clothing, eye protection and face protection.
  • P284In case of inadequate ventilation wear respiratory protection.
  • P301 + P316If swallowed: Get emergency medical help immediately.
  • P302 + P352If on skin: Wash with plenty of water.
  • P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
  • P316Get emergency medical help immediately.
  • P317Get medical help.
  • P319Get medical help if you feel unwell.
  • P321Specific treatment (see supplemental first aid instructions on the label).
  • P330Rinse mouth.
  • P333 + P317If skin irritation or rash occurs: Get medical help.
  • P342 + P316If experiencing respiratory symptoms: Get emergency medical help immediately.
  • P362 + P364Take off contaminated clothing. And wash it before reuse.
  • P403Store in a well-ventilated place.
  • P403 + P233Store in a well-ventilated place. Keep container tightly closed.
  • P405Store locked up.
  • P501Dispose of contents and container in accordance with local regulations.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Full safety data and first aid

Levorphanol suppliers

Trading restrictions apply to this substance

Narcotic drug

Levorphanol is prohibited on CompoundList. Listings, quotes and messages are disabled. This page is kept for information only.

Listing and enquiries are not allowed for this substance.

Reference: UN Single Convention on Narcotic Drugs 1961, HS 2022 subheading 2933.41 (levorphanol)

Our policy on controlled substances

Levorphanol price

Indicative price range per kg from live supplier offers

Prices are not shown for prohibited substances.

Uses and applications

What the substance is used for, by industry and function

Levorphanol is a Schedule II controlled substance.

Schedule II Controlled Substance: (A) The drug or other substance has a high potential for abuse, (B) The drug or other substance has a currently accepted medical use in treatment in the United States or a currently accepted medical use with severe restrictions, and (C) Abuse of the drug or other substances may lead to severe psychological or physical dependence.

Analgesics, Opioid, Narcotics.

Therapeutic category: Analgesic.

Use classes: Pharmaceuticals.

Pharmacological actions

  • Analgesics, Opioid
  • Narcotics

Pharmacology

Levorphanol is an Opioid Agonist. The mechanism of action of levorphanol is as a Full Opioid Agonist.

How it is made

5,6,7,8,-Tetrahydro-2-methylisoquinolinium bromide is metathesized with p-methoxybenzyl magnesium bromide, and the product rearranges at the expense of the 1,2-double bond to form 1-(p-methoxybenzyl)-2-methyl-1,2,5,6,7,8-hexahydroisoquinoline. ... A solution of the hydrochloride of 1-(p-methoxybenzyl)-2-methyl-1,2,5,6,7,8-hexahydroisoquinoline is then hydrogenated at the 3,4-positions with the aid of platinized charcoal, and subsequent treatment with ammonia liberates the dl-1,2,3,4,5,6,7,8-octahydro compound, which may be resolved into its (+)- and (-)-enantiomers by the usual procedures.

Read more

The final step in the preparation of the base involves heating the (-)-enantiomer with phosphoric acid at 150 °C whereby cyclization between the isoquinoline residue and the benzene ring occurs at the expense of the remaining double bond of the isoquinoline. During the treatment with phosphoric acid, the methoxy group simultaneously is converted to hydroxy, thus producing levorphanol. The tartrate may be produced by dissolution of the base in aqueous tartaric acid solution and recrystallizing.

Regulatory status

Inventories, regulations and trade controls that list this substance

Narcotic drug

Levorphanol is prohibited on CompoundList. Listings, quotes and messages are disabled. This page is kept for information only.

Listing and enquiries are not allowed for this substance.

Reference: UN Single Convention on Narcotic Drugs 1961, HS 2022 subheading 2933.41 (levorphanol)

Our policy on controlled substances

Controls

  • US DEA controlled substance or listed chemical
  • Controlled narcotic drug

Health and food

  • Active ingredient in FDA approved drug labels

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Levorphanol is traded under.

HS 2933.41Exact HS code

Levorphanol (INN) and its salts

World exports in 2024
$1.71M
+15.4% vs 2023, imports $3.89M
2019 to 2024
Top exporters
  1. India * partner reported99.6%
  2. Netherlands0.3%
  3. Canada<0.1%
Top importers
  1. Egypt78.3%
  2. United States13.4%
  3. South Korea4.0%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for Levorphanol is indicative (it was matched by name in the HS nomenclature). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Levorphanol, based on the data on this page

What is Levorphanol?

Levorphanol is a morphinane alkaloid.

What is the CAS number of Levorphanol?

The CAS registry number of Levorphanol is 77-07-6. Other or deprecated CAS numbers: 297-90-5.

What is the molecular formula and weight of Levorphanol?

The molecular formula of Levorphanol is C17H23NO and its molar mass is 257.38 g/mol.

What is Levorphanol used for?

Levorphanol is a Schedule II controlled substance. Schedule II Controlled Substance: (A) The drug or other substance has a high potential for abuse, (B) The drug or other substance has a currently accepted medical use in treatment in the United States or a currently accepted medical use with severe restrictions, and (…

Is Levorphanol hazardous?

Levorphanol carries the GHS signal word "Danger". Main hazards: toxic if swallowed, harmful in contact with skin, may cause an allergic skin reaction. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Levorphanol?

Levorphanol is usually classified under HS code 293341 (Levorphanol (INN) and its salts). This is indicative, confirm it with your customs broker before shipping.

Can I buy Levorphanol on CompoundList?

No. Levorphanol is on our prohibited list, so listings, quotes and messages for it are disabled. This page is kept for information only.

Guides for buyers

Practical guides that help when you source, ship or handle Levorphanol

Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page

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