structure of (S)-4-(1-Aminoethyl)phenol hydrobromide

(S)-4-(1-Aminoethyl)phenol hydrobromide

CAS No.: 1001094-89-8
M. Wt: 218.09100
M. Fa: C8H12BrNO
InChI Key: PZBBMKOZPQAHRA-RGMNGODLSA-N
Appearance: Off-White To Gray Solid

Names and Identifiers of 1001094-89-8

CAS Number

1001094-89-8

MDL Number

MFCD08436142

IUPAC Name

4-[(1S)-1-aminoethyl]phenol;hydrobromide

InChI

InChI=1S/C8H11NO.BrH/c1-6(9)7-2-4-8(10)5-3-7;/h2-6,10H,9H2,1H3;1H/t6-;/m0./s1

InChIKey

PZBBMKOZPQAHRA-RGMNGODLSA-N

Canonical SMILES

CC(C1=CC=C(C=C1)O)N.Br

Isomeric SMILES

C[C@@H](C1=CC=C(C=C1)O)N.Br

UNSPSC Code

12352100

Physical and chemical properties of 1001094-89-8

Exact Mass

217.01000

LogP

3.07030

Molecular Formula

C8H12BrNO

Molecular Weight

218.09100

PSA

46.25000

Safety Information of 1001094-89-8

Pictograms

Signal Word

Danger

Safety Data Sheet

Supports customized editing of SDS information and downloading in PDF documents.

Applications of 1001094-89-8

(S)-4-(1-Aminoethyl)phenol hydrobromide finds numerous applications across various fields:

  • Pharmaceutical Development: It serves as a building block for synthesizing active pharmaceutical ingredients.
  • Catalytic Asymmetric Synthesis: Its role in producing chiral amines makes it valuable in organic synthesis.
  • Biochemical Research: The compound is utilized in studies exploring enzyme interactions and metabolic pathways .

Interaction Studies of 1001094-89-8

Studies on (S)-4-(1-Aminoethyl)phenol hydrobromide reveal its interactions with transaminase enzymes, which are crucial for its metabolic processes. The compound forms an external aldimine with pyridoxal-5′-phosphate, leading to various biochemical transformations. This interaction underscores its importance in the context of amino acid metabolism and pharmaceutical applications .

Biological Activity of 1001094-89-8

Research indicates that this compound exhibits significant biological activity, particularly in medicinal chemistry. Its derivatives have shown potential antileishmanial activity against Leishmania donovani, a protozoan parasite responsible for leishmaniasis. Studies have revealed that compounds similar to (S)-4-(1-Aminoethyl)phenol hydrobromide can effectively reduce parasite loads in infected models by targeting mitochondrial functions .

Physical sample testing spectrum (NMR) of 1001094-89-8

Physical sample testing spectrum (NMR) of 1001094-89-8

Retrosynthesis analysis of 1001094-89-8

  • Route#1

    Cas:41851-59-6
    Cas:1001094-89-8
  • Route#2

    Cas:22038-86-4
    Cas:1001094-89-8