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| Targets |
(2S,3aS,7aS)-Octahydroindole-2-carboxylic acid does not have a defined pharmacological target of its own, as it is a synthetic intermediate. It is an intermediate in the synthesis of Perindopril, an angiotensin-converting enzyme (ACE) inhibitor used for the treatment of hypertension and heart failure. The compound's chiral structure is essential for the biological activity of Perindopril and other ACE inhibitors.
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| ln Vitro |
In vitro, (2S,3aS,7aS)-octahydroindole-2-carboxylic acid is primarily used as a chemical reagent and synthetic intermediate. It is an intermediate in the synthesis of Perindopril, an ACE inhibitor. The compound is used in the completely diastereoselective α-alkylation of oxazolidinone. As a non-proteinogenic amino acid, it is a valuable building block for the synthesis of chiral pharmaceuticals.
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| ln Vivo |
In vivo activity data for (2S,3aS,7aS)-octahydroindole-2-carboxylic acid itself are not available, as the compound is not intended for direct in vivo administration. Rather, it is a precursor used in the synthesis of Perindopril and other ACE inhibitors that are subsequently evaluated in animal models and clinical settings. The compound's in vivo relevance is indirect, through the biological activities of the final pharmaceutical compounds derived from its scaffold.
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| Enzyme Assay |
For in vitro chemical synthesis, (2S,3aS,7aS)-octahydroindole-2-carboxylic acid is used as a building block for the preparation of Perindopril and other compounds. The carboxylic acid group can be coupled with amines to form amides. The secondary amine can be alkylated or acylated. Standard protocols involve reacting the compound with appropriate reagents under controlled conditions, such as using coupling reagents for amide bond formation. The compound is obtained with 99% enantiomeric purity.
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| Cell Assay |
For in vitro cell-based experiments, (2S,3aS,7aS)-octahydroindole-2-carboxylic acid is used as an intermediate in the synthesis of compounds that are tested in cell viability, proliferation, and cytotoxicity assays. The compound itself is not typically evaluated in cell-based assays. Standard cell culture protocols for test compounds synthesized from this intermediate involve dissolving the final product in DMSO and diluting to working concentrations in appropriate cell culture medium.
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| Animal Protocol |
In vivo animal studies using (2S,3aS,7aS)-octahydroindole-2-carboxylic acid are conducted on the final drug compounds synthesized from it, not on the intermediate itself. For ACE inhibitors like Perindopril derived from this building block, efficacy studies would typically be performed in hypertensive animal models. Standard in vivo protocols involve administration to rodents via oral gavage, with measurement of blood pressure and pharmacokinetic parameters.
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| ADME/Pharmacokinetics |
Pharmacokinetic properties of (2S,3aS,7aS)-octahydroindole-2-carboxylic acid as a standalone compound are not characterized in the literature. The compound has a molecular weight of 169.22 g/mol, which is favorable for oral bioavailability. As a polar amino acid, it is expected to have limited membrane permeability but may be absorbed via peptide transporters. The compound should be kept in a dark place.
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| Toxicity/Toxicokinetics |
(2S,3aS,7aS)-Octahydroindole-2-carboxylic acid is a research chemical and should be handled with appropriate laboratory safety precautions. As an amino acid derivative, it may cause skin and eye irritation. The compound should be kept in a dark place. It is for research use only and not for human therapeutic or diagnostic applications. Specific LD₅₀ values, acute toxicity classifications, and chronic toxicity data are not available in the public literature.
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| Additional Infomation |
(2S,3aS,7aS)-Octahydroindole-2-carboxylic acid (L-Octahydroindole-2-carboxylic acid, CAS 80875-98-5) is primarily a research-grade chemical intermediate, not an FDA-approved pharmaceutical drug. Its primary application is as an intermediate in the synthesis of Perindopril and other ACE inhibitors. No clinical trials or approved therapeutic indications exist for this compound itself.
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| Molecular Formula |
C9H15NO2
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|---|---|
| Molecular Weight |
169.22
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| Exact Mass |
169.11
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| CAS # |
80875-98-5
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| PubChem CID |
7408452
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| Appearance |
White to off-white solid powder
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| Density |
1.1±0.1 g/cm3
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| Boiling Point |
318.6±25.0 °C at 760 mmHg
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| Melting Point |
275-277°C
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| Flash Point |
146.5±23.2 °C
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| Vapour Pressure |
0.0±1.5 mmHg at 25°C
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| Index of Refraction |
1.508
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| LogP |
0.98
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| Hydrogen Bond Donor Count |
2
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| Hydrogen Bond Acceptor Count |
3
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| Rotatable Bond Count |
1
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| Heavy Atom Count |
12
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| Complexity |
193
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| Defined Atom Stereocenter Count |
3
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| SMILES |
C([C@H]1N[C@H]2CCCC[C@H]2C1)(=O)O
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| InChi Key |
CQYBNXGHMBNGCG-FXQIFTODSA-N
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| InChi Code |
InChI=1S/C9H15NO2/c11-9(12)8-5-6-3-1-2-4-7(6)10-8/h6-8,10H,1-5H2,(H,11,12)/t6-,7-,8-/m0/s1
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| Chemical Name |
(2S,3aS,7aS)-2,3,3a,4,5,6,7,7a-octahydro-1H-indole-2-carboxylic acid
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: This product requires protection from light (avoid light exposure) during transportation and storage. |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
H2O: 100 mg/mL (590.95 mM)
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| Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.
Injection Formulations
Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 ：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). View More
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). View More
Oral Formulation 3: Dissolved in PEG400 (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 5.9095 mL | 29.5473 mL | 59.0947 mL | |
| 5 mM | 1.1819 mL | 5.9095 mL | 11.8189 mL | |
| 10 mM | 0.5909 mL | 2.9547 mL | 5.9095 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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