U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C10H11NO2
Molecular Weight 177.1998
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID, (S)-

SMILES

OC(=O)[C@@H]1CC2=C(CN1)C=CC=C2

InChI

InChIKey=BWKMGYQJPOAASG-VIFPVBQESA-N
InChI=1S/C10H11NO2/c12-10(13)9-5-7-3-1-2-4-8(7)6-11-9/h1-4,9,11H,5-6H2,(H,12,13)/t9-/m0/s1

HIDE SMILES / InChI

Molecular Formula C10H11NO2
Molecular Weight 177.1998
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Racemic alpha-alkyl-alpha-amino-acids are difficult solutes to resolve on chiral chromatographic phases derived from proline or pipecolic acid-polyacrylamide. The use of L-3-carboxy-1,2,3,4-tetrahydroisoquinoline (L-porretine) as the chiral selector instead of the former alpha-amino-acids selectively resolves the alpha-alkyl-alpha-amino-acids.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Constrained phenylalanine analogues. Preferred conformation of the 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (Tic) residue.
1992 Sep-Oct
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Thu Jul 06 14:08:38 UTC 2023
Edited
by admin
on Thu Jul 06 14:08:38 UTC 2023
Record UNII
737G46U1NP
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID, (S)-
Systematic Name English
1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID, (3S)-
Systematic Name English
(-)-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
Systematic Name English
(S)-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
Systematic Name English
QUINAPRIL HYDROCHLORIDE IMPURITY A [EP IMPURITY]
Common Name English
L-PORRETINE
Common Name English
1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID, (-)-
Systematic Name English
Code System Code Type Description
CAS
74163-81-8
Created by admin on Thu Jul 06 14:08:38 UTC 2023 , Edited by admin on Thu Jul 06 14:08:38 UTC 2023
PRIMARY
FDA UNII
737G46U1NP
Created by admin on Thu Jul 06 14:08:38 UTC 2023 , Edited by admin on Thu Jul 06 14:08:38 UTC 2023
PRIMARY
PUBCHEM
2733226
Created by admin on Thu Jul 06 14:08:38 UTC 2023 , Edited by admin on Thu Jul 06 14:08:38 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (GC)
EP