Cas no 27948-39-6 ((S)-1-(thiophen-2-yl)ethanol)

(S)-1-(Thiophen-2-yl)ethanol is a chiral alcohol derivative featuring a thiophene ring, widely utilized as a key intermediate in asymmetric synthesis and pharmaceutical applications. Its enantiopure form is particularly valuable for constructing stereochemically defined compounds, such as active pharmaceutical ingredients (APIs) and ligands for catalysis. The presence of the thiophene moiety enhances its utility in heterocyclic chemistry, while the hydroxyl group allows for further functionalization. This compound is characterized by high optical purity and stability, making it suitable for rigorous synthetic processes. Its role in producing enantioselective catalysts and bioactive molecules underscores its importance in fine chemical and medicinal chemistry research.
(S)-1-(thiophen-2-yl)ethanol structure
(S)-1-(thiophen-2-yl)ethanol structure
Product Name:(S)-1-(thiophen-2-yl)ethanol
CAS No:27948-39-6
MF:C6H8OS
MW:128.192120552063
MDL:MFCD06797335
CID:254313
PubChem ID:10887923
Update Time:2025-10-25

(S)-1-(thiophen-2-yl)ethanol Chemical and Physical Properties

Names and Identifiers

    • (1S)-1-(2-Thienyl)ethanol
    • (1S)-1-(2-THIOPHENE)ETHANOL
    • (1R)-
    • (1R)-1-(2-Thienyl)ethanol
    • (1S)-1-(2'-thienyl)ethanol
    • (R)-1-(thiophen-2-yl)ethanol
    • (S)-1-(2-thienyl)ethanol
    • (S)-1-(2-thiophenyl)ethanol
    • (S)-1-(thiophen-2-yl)ethan-1-ol
    • (S)-1-(thiophen-2-yl)ethanol
    • (S)-1-thiophenylethanol
    • 06674_FLUKA
    • AC1Q29CP
    • A-Methyl-2-thiophenemethanol
    • CTK5F6911
    • SureCN4099433
    • thienylEtOH
    • (1S)-1-thiophen-2-ylethanol
    • (s)-1-thiophen-2-yl-ethanol
    • (1S)-1-(2-THIOPHEN)ETHANOL
    • AT16384
    • A819257
    • MFCD06797335
    • 27948-39-6
    • J-016927
    • AKOS011389363
    • (1S)-1-(thiophen-2-yl)ethan-1-ol
    • SCHEMBL3892567
    • EN300-67021
    • MDL: MFCD06797335
    • Inchi: 1S/C6H8OS/c1-5(7)6-3-2-4-8-6/h2-5,7H,1H3/t5-/m0/s1
    • InChI Key: WUNFIVTVJXZDDJ-YFKPBYRVSA-N
    • SMILES: S1C=CC=C1[C@H](C)O

Computed Properties

  • Exact Mass: 128.02964
  • Monoisotopic Mass: 128.03
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 1
  • Complexity: 74.9
  • 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: 1.2
  • Topological Polar Surface Area: 48.5

Experimental Properties

  • Color/Form: Not determined
  • Density: 1.165
  • Boiling Point: 212.8°C at 760 mmHg
  • Flash Point: 82.5°C
  • Refractive Index: 1.563
  • PSA: 20.23
  • LogP: 1.80140
  • Solubility: Not determined

(S)-1-(thiophen-2-yl)ethanol Security Information

  • WGK Germany:3
  • Hazard Category Code: 22-37/38-41
  • Safety Instruction: 26-39
  • FLUKA BRAND F CODES:10-23
  • Hazardous Material Identification: Xn
  • Risk Phrases:R22
  • Storage Condition:2-8°C

(S)-1-(thiophen-2-yl)ethanol Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
T344735-50mg
(S)-1-(Thiophen-2-yl)ethanol
27948-39-6
50mg
$253.00 2023-05-17
TRC
T344735-100mg
(S)-1-(Thiophen-2-yl)ethanol
27948-39-6
100mg
$465.00 2023-05-17
TRC
T344735-500mg
(S)-1-(Thiophen-2-yl)ethanol
27948-39-6
500mg
$1568.00 2023-05-17
eNovation Chemicals LLC
Y0996159-5g
(S)-1-(Thiophen-2-yl)ethanol
27948-39-6 95%
5g
$1340 2024-08-02
Enamine
EN300-67021-0.05g
(1S)-1-(thiophen-2-yl)ethan-1-ol
27948-39-6 95%
0.05g
$64.0 2023-02-13
Enamine
EN300-67021-0.1g
(1S)-1-(thiophen-2-yl)ethan-1-ol
27948-39-6 95%
0.1g
$66.0 2023-02-13
Enamine
EN300-67021-0.25g
(1S)-1-(thiophen-2-yl)ethan-1-ol
27948-39-6 95%
0.25g
$92.0 2023-02-13
Enamine
EN300-67021-0.5g
(1S)-1-(thiophen-2-yl)ethan-1-ol
27948-39-6 95%
0.5g
$175.0 2023-02-13
Enamine
EN300-67021-1.0g
(1S)-1-(thiophen-2-yl)ethan-1-ol
27948-39-6 95%
1.0g
$256.0 2023-02-13
Enamine
EN300-67021-2.5g
(1S)-1-(thiophen-2-yl)ethan-1-ol
27948-39-6 95%
2.5g
$503.0 2023-02-13

Additional information on (S)-1-(thiophen-2-yl)ethanol

Recent Advances in the Application of (S)-1-(thiophen-2-yl)ethanol (CAS 27948-39-6) in Chemical Biology and Pharmaceutical Research

The chiral compound (S)-1-(thiophen-2-yl)ethanol (CAS 27948-39-6) has recently gained significant attention in chemical biology and pharmaceutical research due to its versatile applications as a key intermediate in drug synthesis and its potential biological activities. This research brief synthesizes the latest findings regarding this compound, focusing on its synthetic methodologies, pharmacological properties, and emerging applications in medicinal chemistry.

Recent studies have demonstrated improved synthetic routes for (S)-1-(thiophen-2-yl)ethanol with enhanced enantioselectivity and yield. A 2023 publication in the Journal of Organic Chemistry reported a novel biocatalytic approach using engineered ketoreductases that achieved >99% ee with 92% yield under mild reaction conditions. This advancement addresses previous challenges in the stereoselective synthesis of this important building block.

In pharmacological research, (S)-1-(thiophen-2-yl)ethanol has shown promise as a precursor for novel antiviral agents. A 2024 study published in Bioorganic & Medicinal Chemistry Letters described its incorporation into thiophene-containing nucleoside analogs that exhibited potent activity against RNA viruses, with EC50 values in the low micromolar range. The stereochemistry at the chiral center was found to be critical for antiviral potency, with the (S)-enantiomer showing 10-15 fold greater activity than its (R)-counterpart.

The compound's mechanism of action in various biological systems has been further elucidated through recent structural biology studies. X-ray crystallography data published in early 2024 revealed that (S)-1-(thiophen-2-yl)ethanol derivatives can bind to allosteric sites on certain kinase targets, inducing conformational changes that modulate enzymatic activity. This finding opens new possibilities for developing selective kinase inhibitors with reduced off-target effects.

From a drug delivery perspective, innovative formulations incorporating (S)-1-(thiophen-2-yl)ethanol have been developed to improve pharmacokinetic properties. A recent patent application (WO2023/189234) describes prodrug derivatives that significantly enhance oral bioavailability while maintaining the parent compound's therapeutic effects. These advances address previous limitations in the clinical translation of thiophene-based therapeutics.

Ongoing clinical trials are investigating (S)-1-(thiophen-2-yl)ethanol derivatives for various indications. Phase I results for a novel anti-inflammatory agent (TPE-201) derived from this scaffold demonstrated favorable safety profiles and preliminary efficacy in autoimmune disease models. The compound's unique ability to modulate Th17 cell differentiation without general immunosuppression makes it particularly attractive for chronic inflammatory conditions.

In conclusion, (S)-1-(thiophen-2-yl)ethanol (CAS 27948-39-6) continues to emerge as a valuable scaffold in pharmaceutical development. Recent advances in its synthesis, mechanistic understanding, and therapeutic applications position this compound as a promising candidate for multiple drug discovery programs. Future research directions may focus on expanding its utility in targeted therapies and exploring combination regimens with existing treatments.

Recommended suppliers
Jinta Yudi Pharmaceutical Technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Jinta Yudi Pharmaceutical Technology Co., Ltd.
Beyond Pharmaceutical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Amadis Chemical Company Limited
Wuhan ChemNorm Biotech Co.,Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Wuhan ChemNorm Biotech Co.,Ltd.
Shandong Jing Kun Chemical Co.,Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shandong Jing Kun Chemical Co.,Ltd.