3,4-Dihydropapaverine

Base Information

• Chemical Name: 3,4-Dihydropapaverine
• CAS No.: 6957-27-3
• Molecular Formula: C20H23NO4
• Molecular Weight: 341.407
• Hs Code.: 2933499090
• European Community (EC) Number: 230-148-3
• NSC Number: 66154
• UNII: O54G4546NJ
• DSSTox Substance ID: DTXSID50219827
• Nikkaji Number: J29.101C
• Wikidata: Q72465929
• ChEMBL ID: CHEMBL2365662
• Mol file: 6957-27-3.mol

Synonyms:1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-3,4-dihydroisoquinoline hydrochloride;3,4-dihydropapaverine;3,4-dihydropapaverine, monohydrobromide;3,4-dihydropapaverine, monohydrochloride

Chemical Property of 3,4-Dihydropapaverine

Chemical Property:

• Vapor Pressure: 5.28E-09mmHg at 25°C
• Melting Point: 98-99 °C
• Boiling Point: 482.6 °C at 760 mmHg
• PKA: 6.12±0.20(Predicted)
• Flash Point: 196.9 °C
• PSA: 49.28000
• Density: 1.15 g/cm³
• LogP: 2.74450
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 341.16270821
• Heavy Atom Count: 25
• Complexity: 455

Purity/Quality:

99.9% ^*data from raw suppliers

3,4-Dihydropapaverine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)CC2=NCCC3=CC(=C(C=C32)OC)OC)OC
• Uses: 3,4-Dihydropapaverine is an impurity of Papaverine (P190500), smooth muscle relaxant found in opium. Vasodilator (cerebral).

Technology Process of 3,4-Dihydropapaverine

There total 42 articles about 3,4-Dihydropapaverine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

N-(3,4-dimethoxyphenethyl)-2-(3,4-dimethoxyphenyl)acetamide (139-76-4) → 3,4-dihydropapaverine (6957-27-3)

Guidance literature:

With trichlorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1021/jo061810h

Reference yield: 98.0%

2-[2-(3,4-dimethoxy-phenylethynyl)-4,5-dimethoxy-phenyl]-ethylamine (863132-09-6) → 3,4-dihydropapaverine (6957-27-3)

Guidance literature:

dimethyltitanocene; In toluene; at 110 ℃; for 16h;

DOI:10.1002/ejoc.200500095

Reference yield: 95.0%

N-(3,4-dimethoxyphenethyl)-2-(3,4-dimethoxyphenyl)acetamide (139-76-4) → 3,4-dihydropapaverine (6957-27-3) + 3,4-dihydropapaveraldine (20345-69-1)

Guidance literature:

With trichlorophosphate; at 80 ℃; for 1h;

DOI:10.1134/S1070428020070258

upstream raw materials:

2-(3,4-dimethoxyphenyl)-ethylchloride

3,4-dimethoxyphenylacetonitrile

N-(3,4-dimethoxyphenethyl)-2-(3,4-dimethoxyphenyl)acetamide

(2,3-dimethoxy-phenyl)-acetic acid-(2,3-dimethoxy-phenethylamide)

Downstream raw materials:

(E)-2-Benzoyl-1-<(3,4-dimethoxyphenyl)methylene>-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

(-) N-norlaudanosine

S-(-)-Norlaudanosine

N-{2-[(3,4-dimethoxy-phenyl)-acetyl]-4,5-dimethoxy-phenethyl}-benzamide

Refernces

• 1、 -. "Preparation method of papaverine". Paragraph 0071-0072; 0080-0111. . Retrieved 2021/06/09.
• 2、 Qiu, Zeng-Feng,Wu, Ze-Nong,Yang, Zhe-Zhou,Yu, Wen-Shuai,Zhang, Fu-Li,Zhao, Chun-Jie. "One-Pot Synthesis of Papaverine Hydrochloride and Identification of Impurities". . p. 1295 - 1299. Retrieved 2020/09/16.