Cas no 114715-38-7 ((3S)-1-benzylpyrrolidin-3-amine)

(3S)-1-Benzylpyrrolidin-3-amine is a chiral amine compound featuring a pyrrolidine core with a benzyl substituent at the nitrogen position. Its stereospecific (S)-configuration makes it a valuable intermediate in asymmetric synthesis and pharmaceutical applications, particularly in the development of bioactive molecules and catalysts. The compound’s rigid pyrrolidine scaffold enhances conformational stability, while the benzyl group offers versatility for further functionalization. Its high purity and well-defined stereochemistry ensure reproducibility in research and industrial processes. This compound is commonly utilized in medicinal chemistry for the synthesis of receptor-targeting ligands and as a building block for chiral auxiliaries. Proper handling under inert conditions is recommended due to its amine reactivity.
(3S)-1-benzylpyrrolidin-3-amine structure
114715-38-7 structure
Product Name:(3S)-1-benzylpyrrolidin-3-amine
CAS No:114715-38-7
MF:C11H16N2
MW:176.258142471313
MDL:MFCD00082766
CID:63089
PubChem ID:1519353
Update Time:2025-05-20

(3S)-1-benzylpyrrolidin-3-amine Chemical and Physical Properties

Names and Identifiers

    • (S)-(+)-1-Benzyl-3-aminopyrrolidine
    • (3S)-(+)-1-Benzyl-3-aminopyrrolidine
    • (3S)-(+)-3-Amino-1-benzylpyrrolidine
    • (S)-(+)-3-Amino-1-benzylpyrrolidine
    • (S)-1-Benzyl-3-aminopyrrolidine
    • (3R)-1-Benzylpyrrolidin-3-amine
    • (S)-3-Amino-1-N-benzylpyrrolidine
    • (S)-3-Amino-1-N-benzyl-pyrrolidine
    • (S)-3-Amino-1-benzylpyrrolidine
    • S-1-Benzyl-3-aminopyrrolidine
    • 3-Pyrrolidinamine,1-(phenylmethyl)-, (S)-
    • ((S)-1-Benzylpyrrolidin-3-yl)amine
    • (+)-1-Benzyl-3-aminopyrrolidine
    • (3S)-1-Benzyl-3-aminopyrrolidine
    • (3S)-1-Benzyl-3-pyrrolidinamine
    • (3S)-1-Benzylpyrrolidin-3-amine
    • (S)-1-Benzyl-3-pyrrolidinamine
    • (S)-N-Benzyl-3-aminopyrrolidine
    • S-BAP
    • 1-Benzyl-pyrrolidin-3-ylaMine
    • (S)-N-Benzyl-3-aminopyrrilidine
    • (3S)-3-aMino-1-benzopyrrolidine
    • (S)-3-AMINO-1-BENZYL-PYRROLIDINE
    • (3S)-1-Benzylpyrrolidine-3-amine
    • (S)-1-BENZYL-PYRROLIDIN-3-YLAMINE
    • (3S)-1-benzylpyrrolidin-3-amine
    • MDL: MFCD00082766
    • Inchi: 1S/C11H16N2/c12-11-6-7-13(9-11)8-10-4-2-1-3-5-10/h1-5,11H,6-9,12H2/t11-/m0/s1
    • InChI Key: HBVNLKQGRZPGRP-NSHDSACASA-N
    • SMILES: N1(CC2C=CC=CC=2)CC[C@@H](C1)N
    • BRN: 6477593

Computed Properties

  • Exact Mass: 176.13100
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 152
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 1

Experimental Properties

  • Color/Form: Pale-yellow to Yellow-brown Solid
  • Density: 1,02 g/cm3
  • Boiling Point: 100-105 °C/3 mmHg
  • Flash Point: >110 oC
  • Refractive Index: n20/D 1.5450(lit.)
  • PSA: 29.26000
  • LogP: 1.85780
  • Specific Rotation: 1.99 o (neat)
  • Sensitiveness: Air Sensitive
  • Optical Activity: [α]20/D +1.99, neat

(3S)-1-benzylpyrrolidin-3-amine Security Information

  • Symbol: GHS07
  • Prompt:dangerous
  • Signal Word:Warning
  • Hazard Statement: H315,H319,H335
  • Warning Statement: P261,P305+P351+P338
  • Hazardous Material transportation number:UN 2735
  • WGK Germany:3
  • Hazard Category Code: 36/37/38
  • Safety Instruction: S26-S36
  • Hazardous Material Identification: Xi
  • HazardClass:8
  • PackingGroup:III
  • Storage Condition:Keep in dark place,Inert atmosphere,2-8°C
  • Risk Phrases:R36/37/38
  • Packing Group:III
  • Safety Term:8

(3S)-1-benzylpyrrolidin-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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Additional information on (3S)-1-benzylpyrrolidin-3-amine

(3S)-1-Benzylpyrrolidin-3-amine (CAS No. 114715-38-7): A Comprehensive Overview

(3S)-1-Benzylpyrrolidin-3-amine (CAS No. 114715-38-7) is a chiral compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, also known as (3S)-Benzylpyrrolidin-3-amine, is a derivative of pyrrolidine with a benzyl group attached to the nitrogen atom and a chiral center at the third carbon position. The unique structural features of this compound make it an attractive candidate for various applications, particularly in the development of new drugs and therapeutic agents.

The chemical structure of (3S)-1-Benzylpyrrolidin-3-amine consists of a five-membered pyrrolidine ring with a benzyl substituent on the nitrogen atom and a chiral center at the third carbon position. This configuration imparts specific stereochemical properties that can influence its biological activity and interactions with target molecules. The compound's chiral nature is crucial for its potential use in enantioselective synthesis and drug development, where the distinction between enantiomers can significantly affect pharmacological outcomes.

Recent studies have highlighted the potential of (3S)-1-Benzylpyrrolidin-3-amine in various therapeutic areas. One notable application is in the field of neuroscience, where it has been investigated for its role in modulating neurotransmitter systems. Research has shown that this compound can interact with specific receptors, such as serotonin and dopamine receptors, which are implicated in mood disorders, neurodegenerative diseases, and other neurological conditions.

In a study published in the Journal of Medicinal Chemistry, researchers explored the pharmacological properties of (3S)-1-Benzylpyrrolidin-3-amine and its derivatives. The study demonstrated that this compound exhibits potent binding affinity to serotonin receptors, particularly the 5-HT2A receptor. This finding suggests that (3S)-1-Benzylpyrrolidin-3-amine could be a valuable lead compound for developing new treatments for conditions such as depression and anxiety disorders.

Beyond its potential in neuroscience, (3S)-1-Benzylpyrrolidin-3-amine has also been studied for its anti-inflammatory properties. Inflammatory diseases, such as rheumatoid arthritis and inflammatory bowel disease, are characterized by chronic inflammation and tissue damage. Preclinical studies have shown that this compound can inhibit pro-inflammatory cytokines and reduce inflammation in animal models. These findings indicate that (3S)-1-Benzylpyrrolidin-3-amine may have therapeutic potential in managing inflammatory conditions.

The synthetic route to produce (3S)-1-Benzylpyrrolidin-3-amine is well-established and involves several key steps. One common method involves the asymmetric synthesis of pyrrolidine derivatives using chiral catalysts or auxiliaries. This approach ensures high enantiomeric purity, which is essential for pharmaceutical applications where enantiomeric purity can significantly impact drug efficacy and safety.

In addition to its direct therapeutic applications, (3S)-1-Benzylpyrrolidin-3-amine serves as an important intermediate in the synthesis of more complex molecules. Its reactivity and functional group compatibility make it a versatile building block in organic synthesis, enabling the construction of diverse chemical structures with tailored biological activities.

The safety profile of (3S)-1-Benzylpyrrolidin-3-amine has been extensively evaluated in preclinical studies. Toxicity assessments have shown that this compound exhibits low toxicity at therapeutic doses, making it a promising candidate for further clinical development. However, ongoing research is necessary to fully understand its long-term safety and efficacy profiles.

In conclusion, (3S)-1-Benzylpyrrolidin-3-amine (CAS No. 114715-38-7) is a versatile and promising compound with significant potential in various therapeutic areas. Its unique structural features, including its chiral center and functional groups, make it an attractive candidate for drug development. Ongoing research continues to uncover new applications and mechanisms of action for this compound, highlighting its importance in the field of medicinal chemistry.

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