4-Hydroxyindole

Name: 4-Hydroxyindole
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 2380-94-1
Cat. No. CS-D1727
Purity≥98%
MDL No.MFCD00005667

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Description

Glucouridination of 4-hydroxyindole by human uridine 5-diphospho-glucuronosyltransferase has been repotrted.Reactant for preparation of N--D-xylosyl-indole derivatives as SGLT2 inhibitors for management of hyperglycemia in diabetesReactant for preparation of small molecules targeting interaction between HIV-1 integrase and LEDGF/p75 cofactorReactant for preparation of dopamine D2 receptor antagonistsReactant for preparation of SCD inhibitor MF-438Reactant for preparation of carbon-11-labeled 4-aryl-4H-chromenes as new PET agents for imaging of apoptosis in cancerReactant for preparation of indole/quinoline carbothioic acid amide derivatives as HCV inhibitors

Application

4-Hydroxyindole serves as a versatile building block in medicinal chemistry, enabling the synthesis of indole-based scaffolds prevalent in bioactive molecules. Its phenolic functionality offers predictable reactivity in electrophilic substitution and facilitates conjugation via etherification or metal-catalyzed coupling. The compound exhibits good bench stability and is compatible with standard purification methods, making it well-suited for iterative synthetic campaigns targeting heterocyclic APIs and functionalized indoles.

General Information

CAS No. 2380-94-1
Cat. No. CS-D1727
Purity ≥98%
MDL No. MFCD00005667
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇NO
Molecular Weight 133.15
Synonym(s) None
SMILES OC1=CC=CC2=C1C=CN2

Computational Chemistry Data

TPSA 36.02
LogP 1.8735
H_Acceptors 1
H_Donors 2
Rotatable_Bonds 0

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Other Classifications

Building Blocks Functional Group Phenol

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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4-Hydroxyindole

CAS No. 2380-94-1

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