3664-90-2

Usage

Uses

Used in Pharmaceutical Industry:
(3alpha,5beta)-3-hydroxycholane-24-hydrazide is utilized as an antihypertensive agent for the treatment of high blood pressure. It is used to manage and control elevated blood pressure levels, improving overall cardiovascular health and reducing the risk of related complications.
In clinical settings, hydralazine is often prescribed in combination with other medications to achieve a more effective blood pressure-lowering effect. It is available in oral dosage forms and is typically administered two to four times daily, depending on the prescribed treatment regimen.
Patients may experience common side effects such as headache, dizziness, and an increased heart rate. However, more severe side effects can occur, including lupus-like symptoms and blood disorders. It is crucial for patients to consult with healthcare professionals before initiating treatment with hydralazine to fully understand the potential risks and benefits associated with its use.

Upstream product

• 1249-75-8 methyl lithocholate 
• 434-13-9 Lithocholic acid 

Downstream Products

• 151416-41-0 3α-hydroxy-5β-cholan-24-(p-methylbenzylidene)-hydrazide 
• 151416-40-9 3α-hydroxy-5β-cholan-24-(p-methoxybenzylidene)-hydrazide 
• 151416-39-6 3α-hydroxy-5β-cholan-24-benzylidene-hydrazide 

Relevant academic research and scientific papers

Microwave-assisted synthesis of a novel steroid-derived Schiff base chemosensor for detection of Al3+ in aqueous media

A novel steroid-derived Schiff base chemosensor, N′-(2-hydroxybenzylidene)-3α-hydroxy-cholanhydrazide (LA), has been designed and prepared via microwave irradiation. The sensor LA showed highly selective fluorescent sensing for Al3+ with a low detection limit of 34 nM in the pH range from 6.05 to 9.32 in ethanol/water (1:2, v/v) solution. The binding stoichiometry between LA and Al3+ was determined as 1:1 by Job’s plot and further verified with 1H NMR studies. Under a UV lamp, the fluorescence color changes could be easily detected by the naked eye. In addition, the sensor LA has been applied in detection of Al3+ in real water samples.

Structure-Activity Relationships and Mechanism of Action of Eph-ephrin Antagonists: Interaction of Cholanic Acid with the EphA2 Receptor

The Eph-ephrin system, including the EphA2 receptor and the ephrinA1 ligand, plays a critical role in tumor and vascular functions during carcinogenesis. We previously identified (3α,5β)-3-hydroxycholan-24-oic acid (lithocholic acid) as an Eph-ephrin antagonist that is able to inhibit EphA2 receptor activation; it is therefore potentially useful as a novel EphA2 receptor-targeting agent. Herein we explore the structure-activity relationships of a focused set of lithocholic acid derivatives based on molecular modeling investigations and displacement binding assays. Our exploration shows that while the 3-α-hydroxy group of lithocholic acid has a negligible role in recognition of the EphA2 receptor, its carboxylate group is critical for disrupting the binding of ephrinA1 to EphA2. As a result of our investigation, we identified (5β)-cholan-24-oic acid (cholanic acid) as a novel compound that competitively inhibits the EphA2-ephrinA1 interaction with higher potency than lithocholic acid. Surface plasmon resonance analysis indicates that cholanic acid binds specifically and reversibly to the ligand binding domain of EphA2, with a steady-state dissociation constant (KD) in the low micromolar range. Furthermore, cholanic acid blocks the phosphorylation of EphA2 as well as cell retraction and rounding in PC3 prostate cancer cells, two effects that depend on EphA2 activation by the ephrinA1 ligand. These findings suggest that cholanic acid can be used as a template structure for the design of effective EphA2 antagonists, and may have potential impact in the elucidation of the role played by this receptor in pathological conditions.

Synthesis of C-24 β-Lactams of Bile Acids

Methyl 3α-hydroxy-5β-cholan-24-oate III and methyl 3α,12α-dihydroxy-5β-cholan-24-oate IV were converted into the respective hydrazides V and VI by reaction with hydrazine.These hydrazides were reacted with aryl aldehyde VII to give the corresponding 24-ar