Papaverine
Also known as Robaxapap, 1-(3,4-Dimethoxybenzyl)-6,7-dimethoxyisoquinoline, 6,7-Dimethoxy-1-veratrylisoquinoline
Key facts
What buyers check first
- Appearance
- White prisms from alcohol-diethyl ether, needles from petroleum ether
- Melting point
- 147.5 °C
- Boiling point
- 135 °C
- Density
- 1.337 g/cm³ at 20 °C
- Solubility
- In water, 3.733 × 10⁻⁵ mg/L at 37.5 °C
- HS code
- 293919
- Category
- Cardiovascular and metabolic drugs

What is Papaverine?
Plain description, key identifiers and synonyms
Papaverine is a benzylisoquinoline alkaloid that is isoquinoline substituted by methoxy groups at positions 6 and 7 and a 3,4-dimethoxybenzyl group at position 1. It has been isolated from Papaver somniferum. It has a role as a vasodilator agent and an antispasmodic drug. It is a benzylisoquinoline alkaloid, a member of isoquinolines and a dimethoxybenzene.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- 1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxyisoquinoline
- CAS number
- 58-74-2 CAS number cross-checkedOther or deprecated CAS: 61-25-6
- EC number
- 200-397-2
- Molecular formula
- C20H21NO4
- UNII
- DAA13NKG2Q
- MDL number
- MFCD00024138
- InChIKey
- XQYZDYMELSJDRZ-UHFFFAOYSA-N
- InChI
- InChI=1S/C20H21NO4/c1-22-17-6-5-13(10-18(17)23-2)9-16-15-12-20(25-4)19(24-3)11-14(15)7-8-21-16/h5-8,10-12H,9H2,1-4H3
- SMILES (canonical and isomeric)
- COC1=C(C=C(C=C1)CC2=NC=CC3=CC(=C(C=C32)OC)OC)OC
Synonyms
- Robaxapap
- 1-(3,4-Dimethoxybenzyl)-6,7-dimethoxyisoquinoline
- 6,7-Dimethoxy-1-veratrylisoquinoline
- 1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxyisoquinoline
- Pavacap
- Papaverinum
- 1-((3,4-Dimethoxyphenyl)methyl)-6,7-dimethoxyisoquinoline
- Isoquinoline, 1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-
- Isoquinoline, 1-((3,4-dimethoxyphenyl)methyl)-6,7-dimethoxy-
- Pavatym
- Papaverin
- Papanerine
- Papanerin
- Papaverina
- Pavabid
- Papaverine free base
- Isoquinoline, 6,7-dimethoxy-1-veratryl-
- S-M-R
- Papaverine (BAN)
- 1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-isoquinoline
- 4-[(6,7-Dimethoxyisoquinolyl)methyl]-1,2-dimethoxybenzene
- Pavacot
- Ceraspan
- Mesotina (TN)
- 6,7-dimethoxy-1-veratryl-isoquinoline, hydrochloride
Show all 33 synonymsShow fewer synonyms
- Pavadyl
- 58-74-2 (free base)
- 2wey
- RS 47
- 6,7-Dimethoxy-1-(3,4-dimethoxybenzyl)isoquinoline
- Noscapine Impurity 4
- 1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-isoquinoline, hydrochloride
- Isoquinoline, 6,7-dimethoxy-1-veratryl-(8Cl)
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 | White prisms from alcohol-diethyl ether, needles from petroleum etherexp.Measured value |
|---|---|
| Melting point | 147.5 °Cexp.Measured value |
| Boiling point | 135 °Cexp.Measured value |
| Density | 1.337 g/cm³ at 20 °Cexp.Measured value |
| Solubility | In water, 3.733 × 10⁻⁵ mg/L at 37.5 °Cexp.Measured value |
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 | 339.39 g/molcalc.Computed value |
|---|---|
| Exact mass | 339.1471 Dacalc.Computed value |
| LogP (octanol/water) | 3.86calc.Computed value |
| Topological polar surface area | 49.81 Ųcalc.Computed value |
| Hydrogen bond donors | 0calc.Computed value |
| Hydrogen bond acceptors | 5calc.Computed value |
| Rotatable bonds | 6calc.Computed value |
| Heavy atoms | 25calc.Computed value |
| Rings | 3calc.Computed value |
| Aromatic rings | 3calc.Computed value |
| Fraction sp3 carbons | 0.25calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 0calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
c1ccc(Cc2nccc3ccccc23)cc1
3 rings, 17 atoms, the 1-Benzylisoquinoline ring system.
133 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H302Harmful if swallowed.
Precautionary statements (5)
- P264Wash skin thoroughly after handling.
- P270Do not eat, drink or smoke when using this product.
- P301 + P317If swallowed: Get medical help.
- P330Rinse mouth.
- 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 aidPapaverine suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- India, Mumbai ManufacturerUnclaimed profilePapaverineGrade, purity and minimum order on requestPrice on request
- Iran, Tehran ManufacturerUnclaimed profilePapaverineGrade, purity and minimum order on requestPrice on request
- Turkey ManufacturerUnclaimed profilePapaverineGrade, purity and minimum order on requestPrice on request
- India, VadodaraUnclaimed profilePapaverineGrade, purity and minimum order on requestPrice on request
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- United States, San DiegoUnclaimed profilePapaverineGrade, purity and minimum order on requestPrice on request
- United States, San DiegoUnclaimed profilePapaverineGrade, purity and minimum order on requestPrice on request
- United States, San DiegoUnclaimed profilePapaverineGrade, purity and minimum order on requestPrice on request
- United States, Monmouth JunctionUnclaimed profilePapaverineGrade, purity and minimum order on requestPrice on request
- Singapore, SingaporeUnclaimed profilePapaverineGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
43 suppliers in 16 countries
- United States16
- China7
- Hong Kong3
- Germany2
- Spain2
- India2
- and 10 more countries
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Papaverine price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
A vasodilator used for treatment of hypertension (also as the hydrochloride which is soluble in water).
Veterinary medication:.
Use classes: Pharmaceuticals.
Industries and functions
Pharmacological actions
- Phosphodiesterase Inhibitors
- Urological Agents
- Vasodilator Agents
Roles
- antidiarrhoeal drug
- antineoplastic agent
- antispasmodic drug
- cardiovascular drug
- gastrointestinal drug
- muscle relaxant
- neuromuscular agent
- pharmaceutical
- vasodilator agent
Pharmacology
Papaverine is an opiate alkaloid isolated from the plant Papaver somniferum and produced synthetically. As a direct-acting smooth muscle relaxant, papaverine is not closely related to the other opium alkaloids in structure or pharmacological actions, its mechanism of action may involve the non-selective inhibition of phosphodiesterases and direct inhibition of calcium channels. This agent also exhibits antiviral activity against respiratory syncytial virus, cytomegalovirus, and HIV. (NCI04)
How it is made
From opium or by synthesis.
Papaverine was synthesized via the Bischler-Napieralski reaction as follows: the Schotten-Baumann reaction between the phenethylamine and the acyl chloride gave the amide. Cyclization with phosphorous pentoxide afforded the 3,4-dihydroisoquinoline. Mild dehydrogenation of (3,4-dihydroisoquinoline) gave papaverine.
Regulatory status
Inventories, regulations and trade controls that list this substance
Europe
- EU harmonised classification (CLP Annex VI)Index no: 614-018-00-7
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 Papaverine is traded under.
Alkaloids of opium and their derivatives, salts thereof, other
- United States19.1%
- Hungary17.1%
- India * partner reported15.8%
- United States19.6%
- India * partner reported17.4%
- Canada9.8%
* Partner reported figures, a lower bound.
The HS code shown for Papaverine is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Papaverine, based on the data on this page
What is Papaverine?
What is the CAS number of Papaverine?
What is the molecular formula and weight of Papaverine?
What is Papaverine used for?
Is Papaverine hazardous?
What is the HS code of Papaverine?
Where can I buy Papaverine?
Where can I buy Papaverine in India?
What is the price of Papaverine?
Guides for buyers
Practical guides that help when you source, ship or handle Papaverine
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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