Cas no 58002-62-3 ((2S,3S,4S)-3-(carboxymethyl)-4-isopropenyl-pyrrolidine-2-carboxylic acid;hydrate)

(2S,3S,4S)-3-(Carboxymethyl)-4-isopropenyl-pyrrolidine-2-carboxylic acid hydrate is a chiral pyrrolidine derivative with a carboxyl group and an isopropenyl substituent, offering versatile applications in asymmetric synthesis and pharmaceutical intermediates. Its stereospecific configuration (2S,3S,4S) ensures high enantioselectivity, making it valuable for designing bioactive compounds. The carboxymethyl and carboxylic acid functionalities enhance its reactivity in peptide coupling or metal-chelating reactions. The hydrate form improves solubility and stability for handling in aqueous systems. This compound is particularly useful in medicinal chemistry for developing enzyme inhibitors or receptor modulators due to its rigid pyrrolidine scaffold. Its structural features enable precise molecular interactions, supporting research in drug discovery and fine chemical synthesis.
(2S,3S,4S)-3-(carboxymethyl)-4-isopropenyl-pyrrolidine-2-carboxylic acid;hydrate structure
58002-62-3 structure
Product Name:(2S,3S,4S)-3-(carboxymethyl)-4-isopropenyl-pyrrolidine-2-carboxylic acid;hydrate
CAS No:58002-62-3
MF:C10H17NO5
MW:231.245683431625
MDL:MFCD00150833
CID:366886
PubChem ID:24724520
Update Time:2025-05-30

(2S,3S,4S)-3-(carboxymethyl)-4-isopropenyl-pyrrolidine-2-carboxylic acid;hydrate Chemical and Physical Properties

Names and Identifiers

    • 3-Pyrrolidineaceticacid, 2-carboxy-4-(1-methylethenyl)-, hydrate (1:1), (2S,3S,4S)-
    • (-)-α-Kainic Acid Monohydrate
    • (?)-(α)-Kainic Acid (hydrate)
    • kainic acid monohydrate
    • (-)-Kainic acid Monohydrat
    • (3S,4S)-3-(carboxymethyl)-4-prop-1-en-2-yl-L-proline hydrate (1:1)
    • Kainic Acid 2-Carboxy-3-Carboxymethyl-4-Isopropenylpyrrolidine
    • 2-Carboxy-3-carboxymethyl-4-isopropenylpyrrolidine
    • Kainic Acid, Natural
    • I519JC63XY
    • 3-Pyrrolidineacetic acid, 2-carboxy-4-(1-methylethenyl)-, hydrate (1:1), (2S,3S,4S)-
    • (2S,3S,4R)-Carboxy-4-(1-methylethenyl)-3-pyrrolidineacetic Acid
    • (2S,3S,4S)-3-(carboxymethyl)-4-(prop-1-en-2-yl)pyrrolidine-2-carboxylic acid hydrate
    • Kainic acid hydrate
    • (-)-Kainic acid hydrate
    • Kainic acid hydrate [JAN]
    • Digenin (TN)
    • Kainic acid hydrate (JP17)
    • Kainic ac
    • (2S,3S,4S)-3-(carboxymethyl)-4-isopropenyl-pyrrolidine-2-carboxylic acid;hydrate
    • Kainic acid monohydrate, >=99% (TLC)
    • CS-0047705
    • D02546
    • SR-01000075454-9
    • A903079
    • MFCD00150833
    • SCHEMBL6081964
    • Kainic acid monohydrate, 98%
    • Q27280455
    • 3-PYRROLIDINEACETIC ACID, 2-CARBOXY-4-(1-METHYLETHENYL)-, MONOHYDRATE, (2S-(2.ALPHA.,3.BETA.,4.BETA.))-
    • (2S,3S,4S)-3-(carboxymethyl)-4-prop-1-en-2-ylpyrrolidine-2-carboxylic acid;hydrate
    • (-)-(.alpha.)-Kainic Acid (hydrate)
    • (-)-(??)-Kainic Acid (hydrate)
    • UNII-I519JC63XY
    • DTXSID50206732
    • Kainicacidmonohydrate
    • Kainic acid (hydrate)
    • AKOS040755903
    • Kainic acid monohydrate, >=98% (HPLC), from Digenea simplex
    • 58002-62-3
    • 3-Pyrrolidineacetic acid, 2-carboxy-4-(1-methylethenyl)-, monohydrate, (2S-(2alpha,3beta,4beta))-
    • EX-A8001A
    • HY-N2309A
    • (-)-alpha-Kainic Acid Monohydrate
    • HMS3649I10
    • ()-(α)-Kainic Acid hydrate
    • (2S,3S,4S)-3-(Carboxymethyl)-4-(1-methylethenyl)pyrrolidine-2-carboxylic acid monohydrate
    • 487-79-6, anhydride
    • G85409
    • DTXCID80129223
    • MDL: MFCD00150833
    • Inchi: 1S/C10H15NO4.H2O/c1-5(2)7-4-11-9(10(14)15)6(7)3-8(12)13;/h6-7,9,11H,1,3-4H2,2H3,(H,12,13)(H,14,15);1H2/t6-,7+,9-;/m0./s1
    • InChI Key: FZNZRJRSYLQHLT-SLGZUKMRSA-N
    • SMILES: OC([C@@H]1[C@@H](CC(=O)O)[C@@H](C(=C)C)CN1)=O.O

Computed Properties

  • Exact Mass: 231.11067264g/mol
  • Monoisotopic Mass: 231.11067264g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 4
  • Complexity: 300
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 3
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 87.6

Experimental Properties

  • Color/Form: White solid
  • Melting Point: 250-252°C
  • Solubility: H2O: >10?mg/mL
  • Sensitiveness: Light Sensitive
  • Solubility: Water (㎎ /ml)

(2S,3S,4S)-3-(carboxymethyl)-4-isopropenyl-pyrrolidine-2-carboxylic acid;hydrate Security Information

  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Safety Instruction: 22-24/25
  • FLUKA BRAND F CODES:10
  • RTECS:UX9665250
  • Storage Condition:2-8°C

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(2S,3S,4S)-3-(carboxymethyl)-4-isopropenyl-pyrrolidine-2-carboxylic acid;hydrate Suppliers

Amadis Chemical Company Limited
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(CAS:58002-62-3)(2S,3S,4S)-3-(carboxymethyl)-4-isopropenyl-pyrrolidine-2-carboxylic acid;hydrate
Order Number:A903079
Stock Status:in Stock
Quantity:5mg
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 12:13
Price ($):331.0

Additional information on (2S,3S,4S)-3-(carboxymethyl)-4-isopropenyl-pyrrolidine-2-carboxylic acid;hydrate

(2S,3S,4S)-3-(Carboxymethyl)-4-Isopropenyl-Pyrrolidine-2-Carboxylic Acid;Hydrate: A Comprehensive Overview

The compound with CAS No. 58002-62-3, commonly referred to as (2S,3S,4S)-3-(carboxymethyl)-4-isopropenyl-pyrrolidine-2-carboxylic acid;hydrate, is a highly specialized organic molecule with significant potential in the fields of pharmacology and biochemistry. This compound belongs to the class of pyrrolidine derivatives, which are known for their versatile applications in drug design and development. The stereochemistry of this molecule, specifically the (2S,3S,4S) configuration, plays a crucial role in determining its biological activity and stability.

Recent studies have highlighted the importance of pyrrolidine derivatives in the development of novel therapeutic agents. The presence of a carboxymethyl group at position 3 and an isopropenyl group at position 4 contributes to the molecule's unique physicochemical properties. These groups enhance the compound's ability to interact with biological targets, making it a promising candidate for drug delivery systems and enzyme inhibitors.

The hydrate form of this compound is particularly interesting due to its improved solubility and bioavailability. This property is essential for pharmaceutical applications where efficient absorption and distribution are critical. Researchers have also explored the potential of this compound as a building block for more complex molecules, leveraging its stereochemical integrity to construct advanced drug candidates.

One of the most recent breakthroughs involving this compound is its application in targeted drug delivery systems. By modifying the side chains and optimizing the stereochemistry, scientists have successfully enhanced the molecule's ability to deliver therapeutic agents to specific sites within the body. This innovation has significant implications for treating diseases such as cancer and neurodegenerative disorders.

In addition to its pharmacological applications, this compound has shown promise in the field of biocatalysis. Its ability to act as a substrate for various enzymes makes it an invaluable tool in studying enzymatic mechanisms and developing new catalysts for industrial processes.

The synthesis of (2S,3S,4S)-3-(carboxymethyl)-4-isopropenyl-pyrrolidine-2-carboxylic acid;hydrate involves a multi-step process that requires precise control over stereochemistry. Recent advancements in asymmetric synthesis have enabled researchers to achieve high yields and enantioselectivity in the production of this compound. These methods are now being scaled up for industrial applications, paving the way for large-scale production.

Furthermore, computational studies have provided deeper insights into the molecular interactions of this compound with biological targets. Advanced modeling techniques have revealed that the isopropenyl group acts as a key determinant in stabilizing interactions with proteins, while the carboxylic acid groups contribute to hydrogen bonding networks essential for binding affinity.

In conclusion, (2S,3S,4S)-3-(carboxymethyl)-4-isopropenyl-pyrrolidine-2-carboxylic acid;hydrate represents a cutting-edge molecule with vast potential across multiple scientific disciplines. Its unique structure, combined with recent advancements in synthesis and application techniques, positions it as a cornerstone in modern drug discovery and development.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:58002-62-3)(2S,3S,4S)-3-(carboxymethyl)-4-isopropenyl-pyrrolidine-2-carboxylic acid;hydrate
A903079
Purity:99%
Quantity:5mg
Price ($):331.0
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