1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxyisoquinoline hydrochloride

• ChemBase ID: 51097
• Molecular Formular: C20H22ClNO4
• Molecular Mass: 375.84598
• Monoisotopic Mass: 375.12373587
• SMILES: c12c(nccc2cc(c(c1)OC)OC)Cc1cc(c(cc1)OC)OC.Cl
• Canonical SMILES: COc1ccc(cc1OC)Cc1nccc2c1cc(OC)c(c2)OC.Cl
• InChI: InChI=1S/C20H21NO4.ClH/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;1H
• InChIKey: UOTMYNBWXDUBNX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxyisoquinoline hydrochloride
• IUPAC Traditional name: papaverine hydrochloride
• Synonyms: 6,7-Dimethoxy-1-veratrylisoquinoline hydrochloride; Papaverine hydrochloride; 1-(3,4-Dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride; 1-[(3,4-Dimethoxyphenyl)methyl]-6,7-dimethoxyisoquinoline Hydrochloride; Artegodan; Cepaverin; Cerebid; Cerespan; Dynovas; Optenyl; Vasal; Vasospan; 1-(3,4-Dimethoxybenzyl)-6,7-dimethoxyisoquinoline hydrochloride; 6,7-Dimethoxy-1-veratrylisoquinoline; PAPAVERINE HYDROCHLORIDE; 1-(3,4-二甲氧基苄基)-6,7-二甲氧基异喹啉盐酸盐

Database IDs

• CAS Number: 61-25-6; 58-74-2
• EC Number: 200-502-1
• MDL Number: MFCD00012745
• Beilstein Number: 3921435
• Merck Index: 147019
• PubChem SID: 162055860; 24278152
• PubChem CID: 6084

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 2.4896507
• LogD (pH = 7.4): 3.062748
• Log P: 3.080075
• Molar Refractivity: 95.5175 cm^3
• Polarizability: 38.36705 Å^3
• Polar Surface Area: 49.81 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; H2O: soluble25 mg/mL; H2O: soluble50 mg/mL, clear, faintly yellow-green; Methanol; Water
• Apperance: white powder; White to Off-White Solid
• Melting Point: 217-219°C (dec.); 220-225; ca 220°C dec.

Safety Information

• Storage Condition: Amber Vial, Refrigerator; Room Temperature (15-30°C), Protect from light
• Storage Warning: IRRITANT; Light Sensitive
• RTECS: NW8575000
• European Hazard Symbols: Toxic (T); X; Harmful (Xn)
• UN Number: 1544; 2811
• German water hazard class: 1
• Hazard Class: 6.1
• Packing Group: 3; III
• Australian Hazchem: 2X
• Risk Statements: 22; R:25
• Safety Statements: 22; 36; S:28-29-36/37/39-45
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 154
• TSCA Listed: false; 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• GHS Precautionary statements: P264-P270-P301+P312-P330-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 1544 6.1/PG 3

Pharmacology Properties

• Gene Information: human ... PDE4B(5142)

Product Information

• Purity: ~99%; ≥98%; ≥98.0% (NT); 99%
• Salt Data: HCl
• Empirical Formula (Hill Notation): C20H21NO4 · HCl
• Classification: Genuine Natural Compounds

DETAILS

MP Biomedicals - 02190261

Hydrochloride
Crystalline
Purity: ~99%
Phosphodiesterase inhibitor

Sigma Aldrich - P3510

Biochem/physiol Actions
Smooth muscle relaxant and cerebral vasodilator; phosphodiesterase inhibitor.

Sigma Aldrich - 76223

Biochem/physiol Actions
Smooth muscle relaxant and cerebral vasodilator; phosphodiesterase inhibitor.

Toronto Research Chemicals - P190500

Smooth muscle relaxant found in opium. Vasodilator (cerebral).

REFERENCES

• Kaplan, D., et al.: Biochem. J., 201, 605 (1982)
• Hifnawy, M.S., et al.: Anal. Profiles Drug Subs., 17, 367 (1988)