D-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid
- CAS No.
- 103733-65-9
- Chemical Name:
- D-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid
- Synonyms
- (R)-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID;D-TIC;H-D-TIC-OH;Atebant Impurity 4;RARECHEM BK PT 0079;Icatibant Impurity 4;D-PHENYLALANINE ANALOGUE;D-1,2,3,4-Tetrahydroisoquinoline;Tetrahydroisoquinoline-3-carboxylic acid;D-1,2,3,4-TETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID
- CBNumber:
- CB7397017
- Molecular Formula:
- C10H11NO2
- Molecular Weight:
- 177.2
- MDL Number:
- MFCD00144038
- MOL File:
- 103733-65-9.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 320-323 °C (decomp) |
|---|---|
| Boiling point | 372.0±42.0 °C(Predicted) |
| Density | 1.225±0.06 g/cm3(Predicted) |
| storage temp. | Keep in dark place,Inert atmosphere,Room temperature |
| solubility | Aqueous Acid (Slightly), Aqueous Base (Sparingly, Sonicated) |
| form | Crystalline Powder |
| pka | 2.21±0.20(Predicted) |
| color | White |
| InChI | 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-/m1/s1 |
| InChIKey | BWKMGYQJPOAASG-SECBINFHSA-N |
| SMILES | C1C2=C(C=CC=C2)C[C@H](C(O)=O)N1 |
| CAS DataBase Reference | 103733-65-9(CAS DataBase Reference) |
| FDA UNII | 30WOC9CAC6 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302-H315-H319-H335 | |||||||||
| Precautionary statements | P261-P280-P301+P312-P302+P352-P305+P351+P338 | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 26-36 | |||||||||
| WGK Germany | 3 | |||||||||
| HS Code | 29334900 | |||||||||
| NFPA 704 |
|
D-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid price More Price(64)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Usbiological | 291465 | (3R)-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid Asreported | 103733-65-9 | 10g | $343 | 2026-06-03 | Buy |
| Usbiological | 291465 | (3R)-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid Asreported | 103733-65-9 | 25g | $549 | 2026-06-03 | Buy |
| Usbiological | 291465 | (3R)-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid Asreported | 103733-65-9 | 50g | $864 | 2026-06-03 | Buy |
| Usbiological | 291465 | (3R)-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid Asreported | 103733-65-9 | 100g | $1218 | 2026-06-03 | Buy |
| Usbiological | 291465 | (3R)-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid Asreported | 103733-65-9 | 250g | $1745 | 2026-06-03 | Buy |
D-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid Chemical Properties,Uses,Production
Description
D-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid ((3R)-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid) is a magnetic, neutral compound. It is used as a pharmacological study to investigate the reaction mechanism and kinetics of the deuteration process. The asymmetric synthesis of D-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid has been investigated using vinylene chloride and hydantoin as reactants. There are various parameters that affect the kinetics of this reaction such as solvent type and temperature. The nitric oxide synthase inhibitor activity of D-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid has been studied in vitro. Results have shown that it inhibits nitric oxide synthase by binding to the heme iron of the enzyme and preventing the conversion of arginine
Chemical Properties
White solid
Uses
(R)-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic Acid, is an amino acid building block used in peptide synthesis. With a growing peptide drug market the fast, reliable synthesis of peptides is of great importance.
Definition
ChEBI: D-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid is a member of isoquinolines.
Synthesis
50-00-0
673-06-3
103733-65-9
General procedure for the synthesis of (R)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid from formaldehyde and D-phenylalanine: 1. Preparation of (3R)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid: D-phenylalanine (50 g, 0.3 mol), concentrated hydrochloric acid (386 mL), and 37% wt formalin (113.7 mL) were mixed, and the reaction was carried out for 4 h at 95 °C with vigorous stirring. Upon completion of the reaction, the mixture was cooled to room temperature and stirring was continued for 2 hours. The reaction mixture was filtered and the precipitate was washed with cold water to afford (3R)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (25 g, 42% yield) in white solid form. 2. Esterification reaction: benzyl alcohol (64 g) and p-toluenesulfonic acid (26.9 g) were added to the above product, and the reaction was carried out under reflux in a Dean-Stark apparatus with benzene (400 mL) as solvent. After completion of the reaction, the solvent was removed in vacuum and the crude product was ground with ether to obtain a solid, which was subsequently recrystallized with water and methanol to give (R)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (28 g, 35% yield) in white solid form.
References
[1] MedChemComm, 2014, vol. 5, # 9, p. 1381 - 1383
[2] Journal of Medicinal Chemistry, 1988, vol. 31, # 11, p. 2092 - 2097
[3] Patent: WO2004/72086, 2004, A2. Location in patent: Page 182
[4] Journal of Medicinal Chemistry, 2010, vol. 53, # 15, p. 5727 - 5737
D-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid Preparation Products And Raw materials
Raw materials
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Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Sichuan HongRi Pharma-Tech Co., Ltd | 1898-2685405 18380436509 | 2065506070@qq.com | China | 1930 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| Shanghai HC Biotech Co., Ltd | 021-20227858 | sale@hcbiotech.com.cn | China | 1173 | 55 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 | |
| Suzhou haiyu Biochem Industrial Co., LTD | 512-68097639 18013585858 | 744942877@qq.com | China | 915 | 62 |
| Adamas Reagent, Ltd. | 400-6009262 15618770481 | yhx@titansci.com | China | 14098 | 59 |
| Shanghai Hanhong Scientific Co.,Ltd. | 021-54306202 13764082696 | info@hanhongsci.com | China | 42917 | 64 |
| Chemsky (shanghai) International Co.,Ltd | 021-50135380 | shchemsky@sina.com | China | 15350 | 60 |
View Lastest Price from D-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-09-14 | D-Tic-OH
103733-65-9
|
1kg | 98%;99% | 1T+ | Sichuan HongRi Pharma-Tech Co.,Ltd | ||
 |
2026-05-18 | D-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid
103733-65-9
|
1kg | 98% | Hefei Lbao Physical & Chemical Science Co.,Ltd | |||
 |
2020-01-06 | D-TIC
103733-65-9
|
$1.00 | 1g | 98% | 100KG | Sichuan Jiaying Lai Technology Co.,LTD |
-
- D-Tic-OH
103733-65-9
- 98%;99%
- Sichuan HongRi Pharma-Tech Co.,Ltd
-
- D-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic acid
103733-65-9
- $0.00
- 98%
- Hefei Lbao Physical & Chemical Science Co.,Ltd
-
- D-TIC
103733-65-9
- $1.00
- 98%
- Sichuan Jiaying Lai Technology Co.,LTD
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