18559-59-6 Usage
Description
(S)-1,2,3,4-tetrahydro-6,7-dihydroxy-1-(3,4,5-trimethoxybenzyl)isoquinolinium chloride is a complex organic compound with a unique chemical structure. It is characterized by its tetrahydro ring system, dihydroxy groups at positions 6 and 7, and a trimethoxybenzyl group attached to the isoquinolinium core. (S)-1,2,3,4-tetrahydro-6,7-dihydroxy-1-(3,4,5-trimethoxybenzyl)isoquinolinium chloride exhibits a range of biological activities and potential applications in various fields.
Uses
Used in Pharmaceutical Industry:
(S)-1,2,3,4-tetrahydro-6,7-dihydroxy-1-(3,4,5-trimethoxybenzyl)isoquinolinium chloride is used as a pharmaceutical agent for its potential therapeutic effects. The compound's unique structure allows it to interact with specific biological targets, making it a promising candidate for the development of new drugs.
Used in Adrenergic Inhalants:
(S)-1,2,3,4-tetrahydro-6,7-dihydroxy-1-(3,4,5-trimethoxybenzyl)isoquinolinium chloride is used as an adrenergic inhalant, specifically as a selective β-2-adrenoreceptor agonist. This application is due to its ability to mimic the action of adrenaline, causing relaxation of smooth muscle and dilation of airways, which is particularly beneficial in the treatment of obstructive airway diseases.
Used as a Bronchodilator:
In the context of obstructive airway diseases, (S)-1,2,3,4-tetrahydro-6,7-dihydroxy-1-(3,4,5-trimethoxybenzyl)isoquinolinium chloride is used as a bronchodilator. This means that it helps to widen the airways, making it easier for patients to breathe and reducing the symptoms of respiratory conditions such as asthma and chronic obstructive pulmonary disease (COPD).
Check Digit Verification of cas no
The CAS Registry Mumber 18559-59-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,5,5 and 9 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 18559-59:
(7*1)+(6*8)+(5*5)+(4*5)+(3*9)+(2*5)+(1*9)=146
146 % 10 = 6
So 18559-59-6 is a valid CAS Registry Number.
InChI:InChI=1/C19H23NO5.ClH/c1-23-17-7-11(8-18(24-2)19(17)25-3)6-14-13-10-16(22)15(21)9-12(13)4-5-20-14;/h7-10,14,20-22H,4-6H2,1-3H3;1H/t14-;/m0./s1
18559-59-6Relevant articles and documents
Organocatalytic Enantioselective Pictet-Spengler Approach to Biologically Relevant 1-Benzyl-1,2,3,4-Tetrahydroisoquinoline Alkaloids
Ruiz-Olalla, Andrea,Würdemann, Martien A.,Wanner, Martin J.,Ingemann, Steen,Van Maarseveen, Jan H.,Hiemstra, Henk
, p. 5125 - 5132 (2015/05/27)
(Figure Presented) A general procedure for the synthesis of 1-benzyl-1,2,3,4-tetrahydroisoquinolines was developed, based on organocatalytic, regio- and enantioselective Pictet-Spengler reactions (86-92% ee) of N-(o-nitrophenylsulfenyl)-2-arylethylamines with arylacetaldehydes. The presence of the o-nitrophenylsulfenyl group, together with the MOM-protection in the catechol part of the tetrahydroisoquinoline ring system, appeared to be a productive combination. To demonstrate the versatility of this approach, 10 biologically and pharmaceutically relevant alkaloids were prepared using (R)-TRIP as the chiral catalyst: (R)-norcoclaurine, (R)-coclaurine, (R)-norreticuline, (R)-reticuline, (R)-trimemetoquinol, (R)-armepavine, (R)-norprotosinomenine, (R)-protosinomenine, (R)-laudanosine, and (R)-5-methoxylaudanosine.
Asymmetric synthesis of 1-benzyltetrahydroisoquinolines using chiral oxazolo[2,3-a]tetrahydroisoquinolines
Hashigaki,Kan,Qais,Takeuchi,Yamato
, p. 1126 - 1131 (2007/10/02)
A novel synthetic route to enantiomerically pure 1-benzyltetrahydroisoquinolines (1) was developed via the reaction of oxazolo[2,3-a]tetrahydroisoquinoline (5) with benzyltriisopropoxytitanium compounds (10). This method was applied to the synthesis of (S)-trimetoquinol (1c; a bronchodilator).