2-(3-Carboxypropyl)-3-amino-6-(4-methoxyphenyl)pyridazinium bromide

Base Information

• Chemical Name: 2-(3-Carboxypropyl)-3-amino-6-(4-methoxyphenyl)pyridazinium bromide
• CAS No.: 104104-50-9
• Molecular Formula: C15H17 N3 O3 . Br H
• Molecular Weight: 368.23
• Mol file: 104104-50-9.mol

Synonyms:SR95531; C-13796;;1453494-74-0;SMR000326943;Prestwick_764;D0L1BW;MLS000862180;MLS002153143;MLS002222260;SCHEMBL593922;HMS1569I08;HMS2096I08;HMS2231I20;HMS3263H05;HMS3370G11;HMS3713I08;Tox21_501152;AKOS015913760;CCG-220443;CCG-222456;LP01152;NCGC00094415-01;NCGC00261837-01;EU-0101152;SR-95531, >=98% (HPLC), powder;SR-01000076238;SR-01000780583;SR-01000076238-1;SR-01000780583-2;2-(3-Carboxypropyl)-3-amino-6-(4-methoxyphenyl)pyridazinium bromide;1(6H)-Pyridazinebutanoicacid,6-imino-3-(4-methoxyphenyl)-,hydrobromide(1:1);6-AMINO-1-(3-CARBOXYPROPYL)-3-(4-METHOXYPHENYL)PYRIDAZIN-1-IUM BROMIDE;6-AMINO-1-(3-CARBOXYPROPYL)-3-(4-METHOXYPHENYL)PYRIDAZIN-1-IUMBROMIDE

Chemical Property of 2-(3-Carboxypropyl)-3-amino-6-(4-methoxyphenyl)pyridazinium bromide

Chemical Property:

• Vapor Pressure: 8.33E-10mmHg at 25°C
• Melting Point: 200 °C(Solv: ethanol (64-17-5))
• Boiling Point: 474.4°C at 760 mmHg
• Flash Point: 240.7°C
• PSA: 89.32000
• LogP: -0.92310
• Storage Temp.: Store at RT
• Solubility.: DMSO: 30 mg/mL
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 367.05315
• Heavy Atom Count: 22
• Complexity: 332

Purity/Quality:

98%,99%, ^*data from raw suppliers

GabazineHydrobromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=N[N+](=C(C=C2)N)CCCC(=O)O.[Br-]
• Description: SR 95531 is a derivative of γ-aminobutyric acid (GABA) that acts as an antagonist of GABAA receptors (Ki = 74-150 nM). When administered intravenously, it elicits seizures in mice. SR 95531 differs in action from bicuculline in that it antagonizes GABA-induced chloride currents but not those induced by pentobarbitone. It is effective against GABAA receptor isoforms from mice, rats, and humans.
• Uses: Gabazine Hydrobromide is a specific GABA receptor antagonist. Does not affect GABA-transaminase or glutamate-decarboxylase activitites.

Technology Process of 2-(3-Carboxypropyl)-3-amino-6-(4-methoxyphenyl)pyridazinium bromide

There total 5 articles about 2-(3-Carboxypropyl)-3-amino-6-(4-methoxyphenyl)pyridazinium bromide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

6-Amino-1-(3-ethoxycarbonyl-propyl)-3-(4-methoxy-phenyl)-pyridazin-1-ium; bromide (105538-31-6) → 2-(3-carboxypropyl)-3-amino-6-(4-methoxyphenyl)pyridazinium bromide (104104-50-9)

Guidance literature:

With hydrogen bromide; In acetic acid; at 100 ℃; for 10h;

DOI:10.1021/jm00385a003

Reference yield:

6-(4-methoxyphenyl)-2H-pyridazin-3-one (2166-33-8) → 2-(3-carboxypropyl)-3-amino-6-(4-methoxyphenyl)pyridazinium bromide (104104-50-9)

Guidance literature:

Multi-step reaction with 5 steps

1: phosphorus oxychloride / 4 h / 85 - 95 °C

2: hydrazine hydrate / butan-1-ol / 6 h / 100 °C

3: H₂ / Raney Ni / methanol / 20 °C / 760 Torr

4: dimethylformamide / 8 h / 80 °C

5: 48percent HBr / acetic acid / 10 h / 100 °C

With hydrogen bromide; hydrogen; hydrazine hydrate; trichlorophosphate; nickel; In methanol; acetic acid; N,N-dimethyl-formamide; butan-1-ol;

DOI:10.1021/jm00385a003

Reference yield:

3-chloro-6-(4-methoxyphenyl)pyridazine (58059-31-7) → 2-(3-carboxypropyl)-3-amino-6-(4-methoxyphenyl)pyridazinium bromide (104104-50-9)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrazine hydrate / butan-1-ol / 6 h / 100 °C

2: H₂ / Raney Ni / methanol / 20 °C / 760 Torr

3: dimethylformamide / 8 h / 80 °C

4: 48percent HBr / acetic acid / 10 h / 100 °C

With hydrogen bromide; hydrogen; hydrazine hydrate; nickel; In methanol; acetic acid; N,N-dimethyl-formamide; butan-1-ol;

DOI:10.1021/jm00385a003

upstream raw materials:

6-Amino-1-(3-ethoxycarbonyl-propyl)-3-(4-methoxy-phenyl)-pyridazin-1-ium; bromide

3-amino-6-(4'-methoxyphenyl)pyridazine

3-chloro-6-(4-methoxyphenyl)pyridazine

6-(4-methoxyphenyl)-2H-pyridazin-3-one

Refernces