Cas no 144043-17-4 ((3R)-1-benzyl-N-methylpyrrolidin-3-amine)

(3R)-1-Benzyl-N-methylpyrrolidin-3-amine is a chiral pyrrolidine derivative with potential applications in asymmetric synthesis and pharmaceutical intermediates. Its stereospecific (R)-configuration makes it valuable for enantioselective transformations, particularly in the development of bioactive compounds. The benzyl and methyl substituents enhance its utility as a building block for fine chemicals, offering versatility in nucleophilic and catalytic reactions. This compound exhibits good stability under standard conditions and can serve as a precursor for ligands or catalysts in stereocontrolled processes. Its well-defined structure ensures reproducibility in research and industrial applications, making it a reliable choice for synthetic chemists exploring novel chiral frameworks.
(3R)-1-benzyl-N-methylpyrrolidin-3-amine structure
144043-17-4 structure
Product Name:(3R)-1-benzyl-N-methylpyrrolidin-3-amine
CAS No:144043-17-4
MF:C12H18N2
MW:190.284722805023
MDL:MFCD00191309
CID:136104
PubChem ID:10035441
Update Time:2025-08-05

(3R)-1-benzyl-N-methylpyrrolidin-3-amine Chemical and Physical Properties

Names and Identifiers

    • (3R)-(-)-1-Benzyl-3-(methylamino)pyrrolidine
    • (R)-(-)-1-Benzyl-3-(methylamino)pyrrolidine
    • (3R)-(-)-Benzyl-3-(Methylamino)Pyrrolidine
    • (R)-1-benzyl-N-methylpyrrolidin-3-amine
    • 3-Pyrrolidinamine,N-methyl-1-(phenylmethyl)-, (3R)-
    • (3R)-1-benzyl-N-methylpyrrolidin-3-amine
    • (R)-1-Benzyl-3-(methylamino)pyrrolidine
    • 3-Pyrrolidinamine, N-methyl-1-(phenylmethyl)-, (R)-
    • PubChem11214
    • Jsp002580
    • UEAYAIWNQQWSBK-GFCCVEGCSA-N
    • FCH1122177
    • CS-0207581
    • AC-2786
    • AC1135
    • ((R)-1-benzyl-pyrrolidin-3-yl)-methyl-amine
    • 3-Pyrrolidinamine, N-methyl-1-(phenylmethyl)-, (3R)-
    • CS-11020
    • J-007905
    • BP-12601
    • 144043-17-4
    • MFCD00191309
    • AKOS015839149
    • A3115
    • (3R)-1-Benzyl-N-methyl-3-pyrrolidinamine, AldrichCPR
    • SCHEMBL724604
    • DTXSID50434477
    • (3R)-(-)-1-Benzyl-3-(methylamino)pyrrolidine;
    • MDL: MFCD00191309
    • Inchi: 1S/C12H18N2/c1-13-12-7-8-14(10-12)9-11-5-3-2-4-6-11/h2-6,12-13H,7-10H2,1H3/t12-/m1/s1
    • InChI Key: UEAYAIWNQQWSBK-GFCCVEGCSA-N
    • SMILES: N1(CC2C=CC=CC=2)CC[C@H](C1)NC

Computed Properties

  • Exact Mass: 190.14700
  • Monoisotopic Mass: 190.146998583g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 164
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 15.3
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 1.5

Experimental Properties

  • Color/Form: Not determined
  • Density: 0.990(lit.)
  • Melting Point: No data available
  • Boiling Point: 273.1℃ at 760mmHg
  • Flash Point: 105.6℃
  • Refractive Index: -3 ° (C=10, EtOH)
  • PSA: 15.27000
  • LogP: 1.80910
  • Solubility: Not determined

(3R)-1-benzyl-N-methylpyrrolidin-3-amine Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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(3R)-1-benzyl-N-methylpyrrolidin-3-amine Production Method

Additional information on (3R)-1-benzyl-N-methylpyrrolidin-3-amine

Compound CAS No. 144043-17-4: (3R)-1-Benzyl-N-Methylpyrrolidin-3-Amine

(3R)-1-Benzyl-N-Methylpyrrolidin-3-Amine, also known by its CAS registry number CAS No. 144043-17-4, is a versatile and biologically active compound that has garnered significant attention in the fields of organic chemistry, pharmacology, and drug discovery. This compound is a chiral derivative of pyrrolidine, a five-membered nitrogen-containing heterocycle, with a benzyl group attached at the 1-position and an N-methyl group at the nitrogen atom. The stereochemistry at the 3-position, designated as (R), plays a crucial role in its pharmacokinetic and pharmacodynamic properties.

The structural uniqueness of (3R)-1-Benzyl-N-Methylpyrrolidin-3-Amine lies in its ability to act as a rigid scaffold for various chemical modifications. This makes it an ideal candidate for exploring novel bioactive molecules. Recent studies have highlighted its potential as a building block in the synthesis of complex natural products and bioactive compounds. For instance, researchers have utilized this compound to construct intricate alkaloid frameworks, demonstrating its utility in total synthesis efforts.

One of the most compelling aspects of CAS No. 144043-17-4 is its role in medicinal chemistry. The compound has been extensively studied for its ability to modulate cellular signaling pathways, particularly those involving G-protein coupled receptors (GPCRs). Preclinical studies have shown that it exhibits potent agonistic activity at certain adrenergic receptors, making it a promising lead compound for the development of drugs targeting cardiovascular and central nervous system disorders.

Moreover, the stereochemistry of (3R)-1-Benzyl-N-Methylpyrrolidin-3-Amine has been shown to significantly influence its pharmacokinetic profile. Studies conducted in animal models reveal that the (R) configuration enhances oral bioavailability and reduces first-pass metabolism, which are critical factors for drug candidates aiming for systemic delivery. These findings underscore the importance of stereochemical control in drug design and optimization.

In terms of synthetic applications, this compound serves as an excellent substrate for various catalytic transformations. Recent advancements in asymmetric catalysis have enabled the efficient synthesis of enantiomerically pure (3R)-1-Benzyl-N-Methylpyrrolidin-3-Amine. For example, organocatalytic approaches using proline-derived catalysts have been employed to achieve high enantioselectivity during the construction of the pyrrolidine ring.

The versatility of CAS No. 144043-17-4 extends beyond medicinal chemistry into materials science. Researchers have explored its use as a chiral template for constructing asymmetric materials, such as liquid crystals and polymer networks. These applications leverage the unique spatial arrangement of the molecule to induce chirality at the macroscopic level.

Looking ahead, the continued exploration of (3R)-1-Benzyl-N-Methylpyrrolidin-3-Amine's biological and chemical properties is expected to yield further insights into its potential applications. Collaborative efforts between chemists, biologists, and pharmacologists are likely to drive innovation in this area, paving the way for novel therapeutic agents and advanced materials.

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