Cas no 2361610-25-3 ((1S,3R)-2,2-Dimethyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)cyclopropane-1-carboxylic acid)

(1S,3R)-2,2-Dimethyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)cyclopropane-1-carboxylic acid is a chiral cyclopropane derivative featuring a 1,2,4-oxadiazole substituent. Its rigid cyclopropane core and heterocyclic moiety contribute to its utility as a versatile intermediate in organic synthesis and medicinal chemistry. The stereospecific (1S,3R) configuration enhances its potential for applications in asymmetric synthesis and bioactive compound development. The presence of both carboxylic acid and oxadiazole functional groups allows for further derivatization, making it valuable for constructing complex molecular architectures. This compound is particularly relevant in the design of enzyme inhibitors or agrochemicals due to its structural stability and pharmacophore compatibility. High purity and well-defined stereochemistry ensure reproducibility in research applications.
(1S,3R)-2,2-Dimethyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)cyclopropane-1-carboxylic acid structure
2361610-25-3 structure
Product Name:(1S,3R)-2,2-Dimethyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)cyclopropane-1-carboxylic acid
CAS No:2361610-25-3
MF:C9H12N2O3
MW:196.203182220459
CID:6547873
PubChem ID:139026491
Update Time:2025-06-11

(1S,3R)-2,2-Dimethyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)cyclopropane-1-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • Z3476966043
    • rac-(1R,3S)-2,2-dimethyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)cyclopropane-1-carboxylic acid
    • (1S,3R)-2,2-Dimethyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)cyclopropane-1-carboxylic acid
    • EN300-7429976
    • 2361610-25-3
    • Inchi: 1S/C9H12N2O3/c1-4-10-7(14-11-4)5-6(8(12)13)9(5,2)3/h5-6H,1-3H3,(H,12,13)/t5-,6+/m0/s1
    • InChI Key: XHDZXKWUZYFTBS-NTSWFWBYSA-N
    • SMILES: O1C([C@@H]2[C@H](C(=O)O)C2(C)C)=NC(C)=N1

Computed Properties

  • Exact Mass: 196.08479225g/mol
  • Monoisotopic Mass: 196.08479225g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 267
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.1
  • Topological Polar Surface Area: 76.2?2

(1S,3R)-2,2-Dimethyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)cyclopropane-1-carboxylic acid Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Enamine
EN300-7429976-0.05g
rac-(1R,3S)-2,2-dimethyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)cyclopropane-1-carboxylic acid
2361610-25-3 95.0%
0.05g
$197.0 2025-03-11
Enamine
EN300-7429976-0.1g
rac-(1R,3S)-2,2-dimethyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)cyclopropane-1-carboxylic acid
2361610-25-3 95.0%
0.1g
$293.0 2025-03-11
Enamine
EN300-7429976-0.25g
rac-(1R,3S)-2,2-dimethyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)cyclopropane-1-carboxylic acid
2361610-25-3 95.0%
0.25g
$418.0 2025-03-11
Enamine
EN300-7429976-0.5g
rac-(1R,3S)-2,2-dimethyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)cyclopropane-1-carboxylic acid
2361610-25-3 95.0%
0.5g
$656.0 2025-03-11
Enamine
EN300-7429976-1.0g
rac-(1R,3S)-2,2-dimethyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)cyclopropane-1-carboxylic acid
2361610-25-3 95.0%
1.0g
$842.0 2025-03-11
Enamine
EN300-7429976-2.5g
rac-(1R,3S)-2,2-dimethyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)cyclopropane-1-carboxylic acid
2361610-25-3 95.0%
2.5g
$1650.0 2025-03-11
Enamine
EN300-7429976-5.0g
rac-(1R,3S)-2,2-dimethyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)cyclopropane-1-carboxylic acid
2361610-25-3 95.0%
5.0g
$2443.0 2025-03-11
Enamine
EN300-7429976-10.0g
rac-(1R,3S)-2,2-dimethyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)cyclopropane-1-carboxylic acid
2361610-25-3 95.0%
10.0g
$3622.0 2025-03-11
1PlusChem
1P028NYN-50mg
rac-(1R,3S)-2,2-dimethyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)cyclopropane-1-carboxylicacid
2361610-25-3 95%
50mg
$297.00 2023-12-18
1PlusChem
1P028NYN-100mg
rac-(1R,3S)-2,2-dimethyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)cyclopropane-1-carboxylicacid
2361610-25-3 95%
100mg
$412.00 2023-12-18

Additional information on (1S,3R)-2,2-Dimethyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)cyclopropane-1-carboxylic acid

Comprehensive Overview of (1S,3R)-2,2-Dimethyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)cyclopropane-1-carboxylic acid (CAS No. 2361610-25-3)

The compound (1S,3R)-2,2-Dimethyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)cyclopropane-1-carboxylic acid (CAS No. 2361610-25-3) is a cyclopropane derivative with a unique structural framework, combining a 1,2,4-oxadiazole ring and a carboxylic acid functional group. This molecule has garnered significant attention in pharmaceutical and agrochemical research due to its potential as a bioactive scaffold. Its stereochemistry, denoted by the (1S,3R) configuration, plays a critical role in its interactions with biological targets, making it a subject of interest for drug discovery and development.

In recent years, the demand for cyclopropane-containing compounds has surged, driven by their applications in medicinal chemistry and crop protection. The presence of the 3-methyl-1,2,4-oxadiazole moiety in this compound enhances its stability and bioavailability, addressing key challenges in small-molecule drug design. Researchers are particularly intrigued by its potential as a metabotropic glutamate receptor (mGluR) modulator, a hot topic in neuroscience and neurodegenerative disease research. This aligns with current trends in targeting GPCRs (G-protein-coupled receptors), a focus area for treating conditions like Parkinson's and Alzheimer's diseases.

The synthesis of (1S,3R)-2,2-Dimethyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)cyclopropane-1-carboxylic acid often involves stereoselective cyclopropanation followed by oxadiazole ring formation, methodologies frequently searched in organic synthesis databases. Its carboxylic acid group allows for further derivatization, enabling the creation of esters, amides, or other prodrug forms—a strategy widely explored to improve drug delivery and pharmacokinetics. These features make it a versatile intermediate in structure-activity relationship (SAR) studies.

From an SEO perspective, queries related to "CAS 2361610-25-3 supplier," "1,2,4-oxadiazole derivatives uses," and "cyclopropane carboxylic acid synthesis" reflect high user interest. The compound's relevance to fragment-based drug discovery (FBDD) also ties into trending discussions about AI-driven molecular design, where fragments like this are used to build larger drug candidates. Additionally, its potential role in sustainable agriculture as a low-toxicity pesticide precursor aligns with global emphasis on green chemistry.

Analytical characterization of this compound typically employs NMR spectroscopy, HPLC-MS, and X-ray crystallography—techniques commonly searched by chemists. Its chiral purity is critical, as enantiomeric impurities can significantly alter biological activity. This underscores the importance of asymmetric synthesis methods, another high-traffic topic in academic and industrial research forums.

In conclusion, (1S,3R)-2,2-Dimethyl-3-(3-methyl-1,2,4-oxadiazol-5-yl)cyclopropane-1-carboxylic acid represents a compelling case study at the intersection of structural complexity and therapeutic potential. Its multifaceted applications—from central nervous system (CNS) drug development to agrochemical innovation—ensure its continued prominence in scientific literature and patent filings. As research advances, this compound may well emerge as a cornerstone in next-generation small-molecule therapeutics.

Recommended suppliers
Jiangsu Kolod Food Ingredients Co.,ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Jiangsu Kolod Food Ingredients Co.,ltd
Changzhou Guanjia Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Changzhou Guanjia Chemical Co., Ltd
Inner Mongolia Xinhong Biological Technology Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Inner Mongolia Xinhong Biological Technology Co., Ltd
Shenzhen Jianxing Pharmaceutical Technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Shenzhen Jianxing Pharmaceutical Technology Co., Ltd.
Shenzhen GeneSeqTools Bioscience & Technology Co. Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Shenzhen GeneSeqTools Bioscience & Technology Co. Ltd.