Diazapam

Base Information

• Chemical Name: Diazapam
• CAS No.: 439-14-5
• Deprecated CAS: 11100-37-1,53320-84-6,53320-84-6
• Molecular Formula: C16H13ClN2O
• Molecular Weight: 284.745
• Hs Code.: 2933910000
• European Community (EC) Number: 207-122-5
• NSC Number: 169897,77518
• UNII: Q3JTX2Q7TU
• DSSTox Substance ID: DTXSID4020406
• Nikkaji Number: J2.044C
• Wikipedia: Diazepam
• Wikidata: Q210402
• NCI Thesaurus Code: C28982
• RXCUI: 3322
• Pharos Ligand ID: KHA18H7FF2WX
• Metabolomics Workbench ID: 43117
• ChEMBL ID: CHEMBL12
• Mol file: 439-14-5.mol

Synonyms:Levium;Lovium;Mandro;Mandrozep;Methyldiazepinone;Methyldiazepinone (pharmaceutical);Morosan;NSC 169897;NSC 77518;Nerozen;Neurolytril;Nivalen;Nixtensyn;Novazam;Ortopsique;Paceum;Pax;Paxate;Paxum;Placidox 5;Pomin;Q-Pam;Quievita;Radizepam;Ro 5-2807;Saromet;Seduxen;Servizepam;Sibazon;Sibazone;Sipam;Solis;Sonacon;Stesolid;Tranquase;Tranquirit;Tranquo-Puren;Tranquo-Tablinen;Umbrium;Unisedil;Valaxona;Valitran;Valium Injectable;Vazen;Vival;Winii;Zepaxid;1-Methyl-5-phenyl-7-chloro-1,3-dihydro-2H-1,4-benzodiazepin-2-one;7-Chloro-1,3-dihydro-1-methyl-5-phenyl-2H-1,4-benzodiazepin-2-one;7-Chloro-1-methyl-2-oxo-5-phenyl-3H-1,4-benzodiazepine;7-Chloro-1-methyl-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one;7-Chloro-1-methyl-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one;7-Chloro-1-methyl-5-phenyl-3H-1,4-benzodiazepin-2(1H)-one;Alboral;Aliseum;Alupram;An-Ding;Ansiolin;Ansiolisina;Antenex;Anxionil;Apo-diazepam;Apozepam;Armonil;Assival;Atilen;Azedipamin;Baogin;Bialzepam;Calmocitene;Calmod;Calmpose;Cercine;Ceregulart;Chuansuan;2H-1,4-Benzodiazepin-2-one,7-chloro-1,3-dihydro-1-methyl-5-phenyl-;Diaceplex;Dialag;Dialar;Diastat;Diazem;Diazemuls;Diazepam-Lipuro;Diazepin;Disopam;Ducene;Dupin;Duxen;Elcion CR;Eridan;Euphorin P;Eurosan;Evacalm;Faustan;Gewacalm;Gradual;Horizon(pharmaceutical);Jinpanfan;Kratium;Lamra;

 This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.

Chemical Property of Diazapam

Chemical Property:

• Appearance/Colour: Light yellow crystalline solid
• Vapor Pressure: 4.98E-10mmHg at 25°C
• Melting Point: 131.5-134.5 °C
• Refractive Index: 1.635
• Boiling Point: 497.38 °C at 760 mmHg
• PKA: 3.4(at 25℃)
• Flash Point: 254.607 °C
• PSA: 32.67000
• Density: 1.261 g/cm³
• LogP: 2.65440
• Storage Temp.: 2-8°C
• Solubility.: 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 1.6 mg/mL
• Water Solubility.: 50mg/L(25 oC)
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 284.0716407
• Heavy Atom Count: 20
• Complexity: 403

Purity/Quality:

Safty Information:

• Pictogram(s): Xn, T, F, Xi
• Hazard Codes: Xn,T,F,Xi
• Statements: 21/22-39/23/24/25-23/24/25-11-36/37/38
• Safety Statements: 36/37-45-36-26-16-7

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN1C(=O)CN=C(C2=C1C=CC(=C2)Cl)C3=CC=CC=C3
• Recent ClinicalTrials: Intermittent Levetricetam in Treatment of Febrile Convulsions
• Recent EU Clinical Trials: A Multicenter, Randomized, Double-Blind, Placebo-Controlled, Parallel-Group Study to Evaluate the Efficacy and Safety of Dapirolizumab Pegol in Study Participants With Moderately to Severely Active Systemic Lupus Erythematosus
• Recent NIPH Clinical Trials: Ibaraki ER Network Epilepsy Control Trial with LevetIracetam vs. FosphEnytoine
• Uses: Anxiolitic; muscle relaxant (skeletal); anticonvulsant. Controlled substance (depressant) Anxiolytic; muscle relaxant (skeletal); anticonvulsant. Controlled substance (depressant). Diazepam is an anxiolytic; muscle relaxant (skeletal); anticonvulsant. Diazepam is a controlled substance (depressant).
• Therapeutic Function: Tranquilizer
• Clinical Use: Benzodiazepine:Perioperative sedation (IV)AnxiolyticMuscle relaxantStatus epilepticus
• Drug interactions: Potentially hazardous interactions with other drugsAntibacterials: metabolism enhanced by rifampicin; metabolism inhibited by isoniazid.Antifungals: concentration increased by fluconazole and voriconazole - risk of prolonged sedation.Antipsychotics: increased sedative effects; increased risk of hypotension, bradycardia and respiratory depression with parenteral diazepam and IM olanzapine; risk of serious adverse effects in combination with clozapineAntivirals: concentration possibly increased by ritonavir.Sodium oxybate: enhanced effects of sodium oxybate - avoid.

Technology Process of Diazapam

There total 30 articles about Diazapam 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: 97.0%

(7-iodo-1-methyl-5-phenyl-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one)(4'-methoxyphenyl)iodoniumtrifluoromethansulfonate → diazepam (439-14-5)

Guidance literature:

With tetra-alkylammonium iodide; Heating;

DOI:10.1039/c7ob00253j

Reference yield: 96.09%

2-(2-chloro-N-methyl-acetamido)-5-chlorobenzophenone (6021-21-2) → diazepam (439-14-5)

Guidance literature:

With hexamethylenetetramine; ammonia; nitric acid; In methanol; water; toluene;

Reference yield: 89.3%

5-chloro-2-(glycylmethylamino)benzophenone oxime (51483-16-0) → diazepam (439-14-5)

Guidance literature:

With sodium hydrogensulfite; In ethanol; water; for 12h; Heating;

DOI:10.1021/jo01297a030

upstream raw materials:

5-chloro-2-(glycylmethylamino)benzophenone oxime

5-chloro-2-(aceturoylmethylamino)benzophenone

N,N-dimethyl-formamide dimethyl acetal

desmethyldiazepam

Downstream raw materials:

10-chloro-7,11b-dihydro-7-methyl-11b-phenyl-thiazolo<3,2-d><1,4>benzodiazepine-3,6(2H,5H)-dione

10-chloro-7-methyl-3,11b-diphenyl-7,11b-dihydro-benzo[f][1,2,4]oxadiazolo[4,5-d][1,4]diazepin-6-one

3-benzoyl-10-chloro-7-methyl-11b-phenyl-7,11b-dihydro-benzo[f][1,2,4]oxadiazolo[4,5-d][1,4]diazepin-6-one

3-tert-butyl-10-chloro-7-methyl-11b-phenyl-7,11b-dihydro-benzo[f][1,2,4]oxadiazolo[4,5-d][1,4]diazepin-6-one

Refernces

6-(Alkylamino)-3-aryl-1,2,4-triazolo<3,4-a>phthalazines. A New Class of Benzodiazepine Receptor Ligands

10.1021/jm00401a010

The research investigates a new class of compounds that interact with benzodiazepine (BZ) receptors, aiming to develop antianxiety agents without nonspecific central nervous system (CNS) depressant side effects. The study synthesized and tested various 6-(alkylamino)-3-aryl-1,2,4-triazolo[3,4-a]phthalazines for their ability to displace diazepam from rat brain binding sites in vitro and their anticonvulsant and anticonflict properties in vivo. Key chemicals used include diazepam as a reference, [3H]diazepam for radioligand binding assays, and a range of synthesized compounds such as 3-aryl-6-chloro-1,2,4-triazolo[3,4-a]phthalazines and their derivatives. The findings revealed that some compounds, like N~-bis(2-methoxyethyl)-3-(4-methoxyphenyl)-1,2,4-triazolo[3,4-a]phthalazin-6-amine (80), showed significant binding affinity and anticonflict activity without impairing motor coordination at lower doses, suggesting selective anxiolytic activity. The study concludes that these compounds could represent a new class of BZ receptor ligands with potential therapeutic applications, though further research is needed to explore their clinical relevance and species-dependent effects.

Condensed thienopyrimidine derivatives. Part 20: Synthesis and neurotropic activity of a series of new pyrano[4′,3′:4,5]thieno[3,2-e]imidazolidino-[2,1-b]pyrimidines

10.1023/A:1015384228176

The research aims to develop and investigate the neurotropic and antiamnesic properties of a new series of pyranothienoimidazolidinopyrimidines. The study involves the synthesis of these compounds through a series of chemical reactions, starting with 2-aminothiophene and using reagents such as allylisothiocyanate, potassium hydroxide, and methyl iodide. The synthesized compounds, specifically compounds V and VI, were tested for their pharmacological properties, including anticonvulsant, tranquilizer, and myorelaxant effects. The results showed that these compounds effectively reduced corazole-induced convulsions and exhibited a higher protection index compared to reference drugs like phenobarbital and diazepam, indicating their potential for higher selectivity and lower toxicity. The study concludes that the newly synthesized compounds may have therapeutic potential in neurotropic and antiamnesic applications.