3338-51-0

Usage

Uses

Used in Pharmaceutical Industry:
AKOS B014973 is used as a therapeutic agent for the treatment of anxiety disorders, providing relief by enhancing the calming effects of the central nervous system.
AKOS B014973 is used as a sleep aid for individuals suffering from insomnia, helping to promote relaxation and facilitate sleep.
AKOS B014973 is used as an anti-seizure medication, managing the symptoms of seizures by stabilizing the nervous system.
It is crucial to use AKOS B014973 under the guidance of a medical professional to prevent misuse, abuse, and the potential for dependence and addiction.

InChI:InChI=1/C9H20N2O/c1-2-3-4-5-6-7-8-9(12)11-10/h2-8,10H2,1H3,(H,11,12)

Upstream product

• 1731-84-6 nonanoic acid methyl ester 
• 764-85-2 Nonanoyl chloride 
• 123-29-5 ethyl pelargonate 
• 112-05-0 nonanoic acid 

Downstream Products

• 162222-04-0 C₁₆H₂₅N₃OS 
• 525565-93-9 N'-(4-hydroxybenzylidene)nonanehydrazide 
• 1427163-03-8 C₁₇H₂₆N₂O₂ 

Relevant academic research and scientific papers

Design, Synthesis, and Study of the Insecticidal Activity of Novel Steroidal 1,3,4-Oxadiazoles

A series of novel steroidal derivatives with a substituted 1,3,4-oxadiazole structure was designed and synthesized, and the target compounds were evaluated for their insecticidal activity against five aphid species. Most of the tested compounds exhibited potent insecticidal activity against Eriosoma lanigerum (Hausmann), Myzus persicae, and Aphis citricola. Compounds 20g and 24g displayed the highest activity against E. lanigerum, showing LC50 values of 27.6 and 30.4 μg/mL, respectively. Ultrastructural changes in the midgut cells of E. lanigerum were detected by transmission electron microscopy, indicating that these steroidal oxazole derivatives might exert their insecticidal activity by destroying the mitochondria and nuclear membranes in insect midgut cells. Furthermore, a field trial showed that compound 20g exhibited effects similar to those of the positive controls chlorpyrifos and thiamethoxam against E. lanigerum, reaching a control rate of 89.5% at a dose of 200 μg/mL after 21 days. We also investigated the hydrolysis and metabolism of the target compounds in E. lanigerum by assaying the activities of three insecticide-detoxifying enzymes. Compound 20g at 50 μg/mL exhibited inhibitory action on carboxylesterase similar to the known inhibitor triphenyl phosphate. The above results demonstrate the potential of these steroidal oxazole derivatives to be developed as novel pesticides.

CARBOXY DERIVATIVES WITH ANTIINFLAMMATORY PROPERTIES

The invention relates to compounds of formula (I) and to their use in treating or preventing an inflammatory disease or a disease associated with an undesirable immune response: (I) wherein, RA1, RA2, RC and RD are as defined herein.

Natural product inspired optimization of a selective TRPV6 calcium channel inhibitor

Transient receptor potential vanilloid 6 (TRPV6) is a calcium channel implicated in multifactorial diseases and overexpressed in numerous cancers. We recently reported the phenyl-cyclohexyl-piperazine cis-22a as the first submicromolar TRPV6 inhibitor. This inhibitor showed a seven-fold selectivity against the closely related calcium channel TRPV5 and no activity on store-operated calcium channels (SOC), but very significant off-target effects and low microsomal stability. Here, we surveyed analogues incorporating structural features of the natural product capsaicin and identified 3OG, a new oxygenated analog with similar potency against TRPV6 (IC50 = 0.082 ± 0.004 μM) and ion channel selectivity, but with high microsomal stability and very low off-target effects. This natural product-inspired inhibitor does not exhibit any non-specific toxicity effects on various cell lines and is proposed as a new tool compound to test pharmacological inhibition of TRPV6 mediated calcium flux in disease models.

Acylhydrazide schiff bases: Synthesis and antiglycation activity

Acylhydrazide Schiff bases 1-27 were synthesized and their in vitro antiglycation potential was evaluated. Compounds 16 (IC50 = 199.82 ± 10.6 μM), 27 (IC50 = 234.83 ± 10.28 μM), 2 (IC50 = 240.99 ± 4.2 μM), and 14 (IC50 = 276.2 ± 2.3 μM) showed antiglycation potential comparable to the standard rutin (IC50 = 294.50 ± 1.5 μM). From this study we identified a new series of potent antiglycating agents. A structure-activity relationship has been described, while all compounds were characterized by using different spectroscopic techniques.

Acyl hydrazides: Potent antioxidants

Twenty-eight acyl hydrazides (1-28) are subjected for nitric oxide scavenging activities and their structureactivity relationship (SAR) is established. Compounds 1-28 showed a varying degree of activity having IC 50 values in the range of 9.1 ± 6.5 - 231.1 μM. It was found that twenty-five (25) out of twenty-eight (28) compounds, showed an excellent nitric oxide scavenging activity. It was observed that the activity mainly depends on the substitution on acyl hyrazide moiety. 3-Propylpyrozole-5- carbohydrazide (27) was found to be the most active in the series with an IC50 value of 9.1 μM. Thus, compound 27 may serve as a lead compound for further development as potent antioxidant agent.

Acylhydrazide Schiff bases: DPPH radical and superoxide anion scavengers

Acylhydrazide Schiff bases 1-27 were evaluated for their in vitro DPPH radical and superoxide anion scavenging activity. They showed a varying degree of DPPH radical scavenging activity with IC50 values between 31.25-473.59 μM. Compounds 8, 2, and 10 have IC50 values 31.25 ± 1.32, 34.40 ± 0.66, and 37.24 ± 0.4 μM, respectively. Standard npropylgallate showed an IC50 value 30.12 ± 0.27 μM. Acylhydrazides 1-27 exhibited in vitro superoxide anion scavenging activities with IC50 values in the range of 175.6-450.89 μM. Results demonstrated that acylhyrazides 8, 2, and 10 have DPPH scavenging activity, comparable to standard n-propyl gallate while acylhyrazides 1-27 were found to be less superoxide anion scavenging active than the standard n-propyl gallate (IC50 = 106.34 ± 1.6 μM).

Synthesis and insecticidal activities of 1,3,5-trisubstituted-1,3,5- hexahydrotriazine-2-N-nitroimines

A new series of 1,3,5-trisubstituted-1,3,5-hexahydrotriazine-2-N- nitroimines (3a-3j) were designed and synthesized as novel neonicotinoid analogues, and their structures were characterized by 1H NMR, IR, elemental analysis and MS. The preliminary bioassay tests showed that most of the target compounds had good insecticidal activities against Nilaparvata lugens as well as Aphis medicaginis at 500 mg/L, while compound 3i had 100% mortality against Nilaparvata lugens at 20 mg/L.

Synthesis and in vitro leishmanicidal activity of some hydrazides and their analogues

Twenty-one hydrazides were synthesized by treating different esters with hydrazine hydrate. Substituted hydrazides were obtained by treating hydrazides with alkyl/aryl/acyl halides. Some of these compounds exhibit potential in vitro leishmanicidal activity. The structures of all the synthesized compounds were confirmed by spectroscopic analysis.

Synthesis of 1-Nonanoyl/octadecanoyl-4-substituted Thiosemicarbazides and substituted 1,2,4-Trizoles as biological active compounds

4-Alkyl/aryl-5-nonanoyl/octadecanoyl-2,4-dihydro-3H-1,2, 4-triazoline-3-thiones were synthesized as potential antimicrobial agents. The course of synthesis included the reaction of nonanoyl/octadecanoyl hydrazines with selected alkyl/aryl isothiocyanates. The prepared thiosemicarbazides gave by cyclization the required 1,2,4-triazoles. A number of synthesized compounds were subjected to in vitro testing against two gram-positive, two gram-negative bacteria and two fungi.

Parameters of synthesis of hydrazides and 1,2-diacylhydrazines by thermal decomposition of hydrazine salts of aliphatic carboxylic acids

The reaction parameters were refined for synthesis of hydrazides and 1,2-diacylhydrazines by thermal decomposition of salts of aliphatic carboxylic acids of the general formulas RCOOH · N2H4 · H2O and 2RCOOH-N2H4-H2O (R = C2H5-C8H17). Derivatograms for series of compounds were obtained. The effect of hydrazine hydrate excess, temperature, reaction duration, and crystallization conditions on the yield and quality of hydrazides of C7-C9 carboxylic acids was studied.