Dihydrexidine hydrochloride

Base Information

• Chemical Name: Dihydrexidine hydrochloride
• CAS No.: 137417-08-4
• Molecular Formula: C₁₇H₁₇NO₂*ClH
• Molecular Weight: 303.788
• Wikipedia: Dihydrexidine
• ChEMBL ID: CHEMBL1256832
• Mol file: 137417-08-4.mol

Synonyms:Dihydrexidine hydrochloride;158704-02-0;Dihydrexidine HCl;(+)-Dihydrexidine (hydrochloride);(+/-)-trans-10,11-Dihydroxy-5,6,6a,7,8,12b-hexahydrobenzo[a]phenanthridinehydrochloride;Dihydrexidine (hydrochloride);EU-0100380;137417-08-4;SCHEMBL613123;CHEMBL1256832;AKOS024458679;MS-24387;HY-101299;CS-0021115;D 5814;SR-01000075824;SR-01000597882;SR-01000075824-1;SR-01000597882-1;(+/-)-trans-10,11-Dihydroxy-5,6,6a,7,8,12b-hexahydrobenzo[a]phenanthridine hydrochloride;(6aR,12bS)-5,6,6a,7,8,12b-hexahydrobenzo[a]phenanthridine-10,11-diol;hydrochloride;( inverted question mark)-trans-10,11-Dihydroxy-5,6,6a,7,8,12b-hexahydrobenzo[a]phenanthridine hydrochloride

Chemical Property of Dihydrexidine hydrochloride

Chemical Property:

• PSA: 52.49000
• LogP: 3.77850
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 303.1026065
• Heavy Atom Count: 21
• Complexity: 361

Purity/Quality:

98.5% ^*data from raw suppliers

Dihydrexidine(hydrochloride) 98.90% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC2=CC(=C(C=C2C3C1NCC4=CC=CC=C34)O)O.Cl
• Isomeric SMILES: C1CC2=CC(=C(C=C2[C@@H]3[C@@H]1NCC4=CC=CC=C34)O)O.Cl

Technology Process of Dihydrexidine hydrochloride

There total 15 articles about Dihydrexidine hydrochloride 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: 72.0%

(6aR,12bS)-10,11-dihydroxy-5,6,6a,7,8,12b-hexahydrobenzo[a]phenanthridine hydrobromide → (+)-Dihydrexidine hydrochloride (137417-08-4,158704-02-0)

Guidance literature:

(6aR,12bS)-10,11-dihydroxy-5,6,6a,7,8,12b-hexahydrobenzo[a]phenanthridine hydrobromide; With sodium hydrogencarbonate; In water; pH=9 - 10; Inert atmosphere;

With hydrogenchloride; In ethanol; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.tetasy.2011.04.008

Reference yield: 62.0%

N-(6,7-dimethoxy-1-phenyl-1,2,3,4-tetrahydro-naphthalen-2-yl)-N-methoxymethyl-4-methyl-benzenesulfonamide (406174-96-7) → (+)-Dihydrexidine hydrochloride (137417-08-4,158704-02-0)

Guidance literature:

N-(6,7-dimethoxy-1-phenyl-1,2,3,4-tetrahydro-naphthalen-2-yl)-N-methoxymethyl-4-methyl-benzenesulfonamide; With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -40 - -5 ℃;

With naphthalene; sodium; In 1,2-dimethoxyethane; at -78 ℃;

With hydrogenchloride; boron tribromide; more than 3 stages;

Reference yield:

dihydrexidine (174691-84-0,123039-93-0) → (+)-Dihydrexidine hydrochloride (137417-08-4,158704-02-0)

Guidance literature:

With hydrogenchloride; In ethanol; water;

upstream raw materials:

dihydrexidine

dihydrexidine

N-(6,7-dimethoxy-1-phenyl-1,2,3,4-tetrahydro-naphthalen-2-yl)-N-methoxymethyl-4-methyl-benzenesulfonamide

(1R,2R)-N-(6,7-dimethoxy-1-phenyl-1,2,3,4-tetrahydro-naphthalen-2-yl)-N-methoxymethyl-4-nitro-benzenesulfonamide

Refernces

• 1、 Malhotra, Rajesh,Ghosh, Amit,Ghosh, Rajib,Chakrabarti, Sagar,Dutta, Swarup,Dey, Tushar K.,Roy, Subho,Basu, Sourav,Hajra, Saumen. "Asymmetric synthesis of a dopamine D1 agonist, dihydrexidine from d-serine". . p. 1522 - 1529. Retrieved 2011/12/14.
• 2、 -. "Co-administration of dopamine-receptor binding compounds". Page/Page column 17. . Retrieved 2010/11/27.