(1~{s})-1-[(3,4-Dimethoxyphenyl)methyl]-6,7-Dimethoxy-1,2,3,4-Tetrahydroisoquinoline

HCID 639354CAS 4747-98-2

Basic information

Standard SMILES
COc1ccc(C[C@@H]2NCCc3cc(OC)c(OC)cc32)cc1OC
InChIKey
YXWQTVWJNHKSCC-INIZCTEOSA-N
Molecular formula
C20H25NO4
Average molar mass
343.4 g/mol
Monoisotopic mass
343.17835828

Overview

(S)-tetrahydropapaverine is the S-enantiomer of tetrahydropapaverine. It is an enantiomer of a (R)-tetrahydropapaverine.

Names & identifiers

Preferred name
(1~{s})-1-[(3,4-Dimethoxyphenyl)methyl]-6,7-Dimethoxy-1,2,3,4-Tetrahydroisoquinoline
IUPAC
(1S)-1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline
English name
(S)-(-)-Tetrahydropapaverine
Molecular formula
C20H25NO4
Molecular weight
343.42

Names & synonyms

4747-98-2(S)-(-)-Tetrahydropapaverine(S)-Nor Laudanosine(S)-tetrahydropapaverine(1S)-1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline(1~{s})-1-[(3,4-Dimethoxyphenyl)methyl]-6,7-Dimethoxy-1,2,3,4-Tetrahydroisoquinoline(S)-1-(3,4-DIMETHOXYBENZYL)-6,7-DIMETHOXY-1,2,3,4-TETRAHYDROISOQUINOLINECisatracurium Besylate Impurity 46(S)-Norlaudanosine(1S)-1-(3,4-Dimethoxy-benzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline(-)-TetrahydropapaverineNorlaudanosins
Show more names
Cilnidipine Impurity 19Cisatracurium Besilate Impurity 23S-Tetrahydropapaveroline (N-acetyl-L-leucinate salt)(1S)-1,2,3,4-Tetrahydro-6,7-dimethoxy-1α-(3,4-dimethoxybenzyl)isoquinoline[1S,(-)]-6,7-Dimethoxy-1-(3,4-dimethoxybenzyl)-1,2,3,4-tetrahydroisoquinoline(1S)-1-[(3,4-Dimethoxyphenyl)methyl]-1,2,3,4-tetrahydro-6,7-dimethoxyisoquinoline(1S)-1,2,3,4-tetrahydro-6,7-dimethoxy -1-[(3,4-dimethoxyphenyl)methyl]Isoquinoline
S9TS-TetrahydropapaverineAtracurium Impurity N8SCHEMBL251076(R)-1-(3,4-Dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolineSCHEMBL29375914DTXSID50348641CHEBI:195379

Database identifiers

CAS
4747-98-2
PubChem CID
639354
DTXSID
DTXSID50348641
ChEBI
CHEBI:195379
Nikkaji
J390.169F

Properties

Computed structural properties

XLogP
3.2
Topological polar surface area
49 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
5
Rotatable bonds
6
Heavy atoms
25

Physicochemical properties

Melting point
80 · 80-82 °C
Boiling point
475.8 · 475.8±45.0 °C(Predicted)
Density
1.12 · 1.120
solubility
Chloroform, DMSO, Methanol
form
Solid
pka
8.66 · 8.66±0.40(Predicted)

Chemistry & industry

Applications

UsesUsed in the enantioselective synthesis of (+)-(S)-Laudanosine (L178525) and (-)-(S)-Xylopinine.

Uses(S)-(-)-Tetrahydropapaverine can be used in the enantioselective.

Upstream & downstream products

Suppliers17 total

北京华威锐科化工有限公司0757-86329057 18934348241 · [email protected]
安耐吉化学&3A(安徽泽升科技有限公司)021-58432009 400-005-6266 · [email protected]
山东沃德森生物科技有限公司0531-88723173 18596073690 · [email protected]
宝鸡缔都医药化工有限公司029-81145305 17791533577 · [email protected]
凯试(上海)科技有限公司021-50135380 · [email protected]

Related reactions

10 records

Linked notes

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