5H-dibenzo[b,f]azepine profile

5H-Dibenzo[b,f]azepine is a heterocyclic compound that serves as a core structure for various pharmacologically active compounds. It exhibits a wide range of biological activities, including anti-inflammatory, anticonvulsant, and antidepressant effects. It is extensively studied for its potential therapeutic applications, particularly in the treatment of neurological and psychiatric disorders. The compound's synthesis involves various methods, including the condensation of o-phenylenediamine with benzaldehyde. Research on 5H-dibenzo[b,f]azepine focuses on exploring its structure-activity relationships, developing novel derivatives with improved pharmacological properties, and investigating its mechanisms of action. The compound's unique structural features, including the fused ring system and the nitrogen atom, contribute to its diverse biological activity. '

5H-dibenzo[b,f]azepine : A mancude organic heterotricyclic parent that consists of a seven-membered nitrogen hetrocycle fused with two benzene rings. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID Source	ID
PubMed CID	9212
CHEMBL ID	243596
CHEBI ID	47802
SCHEMBL ID	75288
SCHEMBL ID	10434951

Synonyms (68)

Synonym
2,2'-iminostilbene
5h-dibenzo[b,f]azepine
5h-dibenz[b,f]azepine
2,6,7-dibenzazepine
256-96-2
mls000737549 ,
nsc-123458
5-azadibenzo[a,e]cycloheptatriene
dibenz[b,f]azepine
iminostilbene
stilbene,2'-imino-
nsc123458
OPREA1_371695
5h-dibenz[b,f]azepine, 97%
smr000065475
dibenz(b,f)azepine
o,o'-iminostilbene
5h-dibenz[b,f]azepin
CHEBI:47802 ,
5h-dibenzazepine
2,3,6,7-dibenzazepine
5h-dibenz(b,f)azepine
5h-dibenzo(b,f)azepine
stilbene, 2,2'-imino-
5-azadibenzo(a,e)cycloheptatriene
nsc 123458
einecs 205-970-0
AC-11074
CHEMBL243596
HMS1664F10
11h-benzo[b][1]benzazepine
I0414
NCGC00246953-01
j411kqj8c2 ,
unii-j411kqj8c2
ec 205-970-0
FT-0670315
HMS2769I10
FT-0627190
AM84843
AKOS015894918
S4973
carbamazepine impurity d [ip]
rp-9989
oxcarbazepine impurity e [ep impurity]
carbamazepine impurity d [ep impurity]
SCHEMBL75288
(z)-5h-dibenzo[b,f]azepine
W-107225
SCHEMBL10434951
STR04241
2-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,9,12,14-heptaene
mfcd00005071
5h-dibenz[b,f]azepine, purum, >=97.0% (nt)
5h-dibenzo[b,f]azepine (iminostilbene)
CS-W015765
HY-N7064
5h-dibenzo[b,f]azepine;oxcarbazepine ep impurity e;
DTXSID90871625
F15408
Q61388
HMS3886O07
CCG-266525
tert-butyl (1s,2s)-1-[[methoxy(methyl)amino]carbonyl]-2-methylbutylcarbamate
iminostilbene; p-toluenesulfonic acid sodium salt; toluene-4-sulfonic acid sodium salt; 4-methylbenzenesulfonic acid sodium salt
EN300-176476
2-azatricyclo[9.4.0.0,3,8]pentadeca-1(15),3,5,7,9,11,13-heptaene
Z56754946

Role	Description
marine xenobiotic metabolite	Any metabolite produced by metabolism of a xenobiotic compound in marine macro- and microorganisms.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Class	Description
mancude organic heterotricyclic parent
dibenzoazepine
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein	Taxonomy	Measurement	Average (µ)	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Chain A, JmjC domain-containing histone demethylation protein 3A	Homo sapiens (human)	Potency	7.0795	0.6310	35.7641	100.0000	AID504339
TDP1 protein	Homo sapiens (human)	Potency	29.0929	0.0008	11.3822	44.6684	AID686979
Microtubule-associated protein tau	Homo sapiens (human)	Potency	19.9526	0.1800	13.5574	39.8107	AID1460
bromodomain adjacent to zinc finger domain 2B	Homo sapiens (human)	Potency	79.4328	0.7079	36.9043	89.1251	AID504333
euchromatic histone-lysine N-methyltransferase 2	Homo sapiens (human)	Potency	31.6228	0.0355	20.9770	89.1251	AID504332
lysosomal alpha-glucosidase preproprotein	Homo sapiens (human)	Potency	15.7279	0.0366	19.6376	50.1187	AID2100
parathyroid hormone/parathyroid hormone-related peptide receptor precursor	Homo sapiens (human)	Potency	125.8920	3.5481	19.5427	44.6684	AID743266
DNA polymerase iota isoform a (long)	Homo sapiens (human)	Potency	89.1251	0.0501	27.0736	89.1251	AID588590
nuclear receptor ROR-gamma isoform 1	Mus musculus (house mouse)	Potency	35.4813	0.0079	8.2332	1,122.0200	AID2546; AID2551
Glycoprotein hormones alpha chain	Homo sapiens (human)	Potency	2.8184	4.4668	8.3448	10.0000	AID624291
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
rac GTPase-activating protein 1 isoform a	Homo sapiens (human)	IC50 (µMol)	14.9000	7.3900	57.8904	301.2400	AID624330
large T antigen	Betapolyomavirus macacae	IC50 (µMol)	14.3400	0.1600	24.9724	100.0000	AID1903
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Process	via Protein(s)	Taxonomy
G protein-coupled receptor signaling pathway	Glycoprotein hormones alpha chain	Homo sapiens (human)
positive regulation of cell population proliferation	Glycoprotein hormones alpha chain	Homo sapiens (human)
hormone-mediated signaling pathway	Glycoprotein hormones alpha chain	Homo sapiens (human)
regulation of signaling receptor activity	Glycoprotein hormones alpha chain	Homo sapiens (human)
positive regulation of steroid biosynthetic process	Glycoprotein hormones alpha chain	Homo sapiens (human)
positive regulation of cell migration	Glycoprotein hormones alpha chain	Homo sapiens (human)
thyroid gland development	Glycoprotein hormones alpha chain	Homo sapiens (human)
luteinizing hormone secretion	Glycoprotein hormones alpha chain	Homo sapiens (human)
organ growth	Glycoprotein hormones alpha chain	Homo sapiens (human)
follicle-stimulating hormone signaling pathway	Glycoprotein hormones alpha chain	Homo sapiens (human)
positive regulation of transcription by RNA polymerase II	Glycoprotein hormones alpha chain	Homo sapiens (human)
negative regulation of organ growth	Glycoprotein hormones alpha chain	Homo sapiens (human)
follicle-stimulating hormone secretion	Glycoprotein hormones alpha chain	Homo sapiens (human)
thyroid hormone generation	Glycoprotein hormones alpha chain	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
hormone activity	Glycoprotein hormones alpha chain	Homo sapiens (human)
protein binding	Glycoprotein hormones alpha chain	Homo sapiens (human)
follicle-stimulating hormone activity	Glycoprotein hormones alpha chain	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
extracellular region	Glycoprotein hormones alpha chain	Homo sapiens (human)
extracellular space	Glycoprotein hormones alpha chain	Homo sapiens (human)
Golgi lumen	Glycoprotein hormones alpha chain	Homo sapiens (human)
follicle-stimulating hormone complex	Glycoprotein hormones alpha chain	Homo sapiens (human)
pituitary gonadotropin complex	Glycoprotein hormones alpha chain	Homo sapiens (human)
extracellular space	Glycoprotein hormones alpha chain	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (25)

Assay ID	Title	Year	Journal	Article
AID588497	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set	2010	Current protocols in cytometry, Oct, Volume: Chapter 13	Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588497	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set	2006	Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5	Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588497	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set	2010	Assay and drug development technologies, Feb, Volume: 8, Issue:1	High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID504810	Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign	2010	Endocrinology, Jul, Volume: 151, Issue:7	A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID651635	Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
AID588499	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set	2010	Current protocols in cytometry, Oct, Volume: Chapter 13	Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588499	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set	2006	Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5	Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588499	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set	2010	Assay and drug development technologies, Feb, Volume: 8, Issue:1	High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588501	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set	2010	Current protocols in cytometry, Oct, Volume: Chapter 13	Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588501	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set	2006	Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5	Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588501	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set	2010	Assay and drug development technologies, Feb, Volume: 8, Issue:1	High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID504812	Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign	2010	Endocrinology, Jul, Volume: 151, Issue:7	A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID588519	A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities	2011	Antiviral research, Sep, Volume: 91, Issue:3	High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors.
AID540299	A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis	2010	Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21	Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.
AID293654	Inhibition of AAPH-induced hemolysis in human erythrocytes assessed as hemolysis time at 20.7 uM	2007	Bioorganic & medicinal chemistry, Mar-01, Volume: 15, Issue:5	Free-radical-scavenging effect of carbazole derivatives on AAPH-induced hemolysis of human erythrocytes.
AID293649	Inhibition of AAPH-induced hemolysis in human erythrocytes assessed as hemolysis time at 12.4 uM	2007	Bioorganic & medicinal chemistry, Mar-01, Volume: 15, Issue:5	Free-radical-scavenging effect of carbazole derivatives on AAPH-induced hemolysis of human erythrocytes.
AID293673	Inhibition of AAPH-induced hemolysis in human erythrocytes assessed as hemolysis inhibition time at 12.4 uM	2007	Bioorganic & medicinal chemistry, Mar-01, Volume: 15, Issue:5	Free-radical-scavenging effect of carbazole derivatives on AAPH-induced hemolysis of human erythrocytes.
AID293653	Inhibition of AAPH-induced hemolysis in human erythrocytes assessed as hemolysis time at 16.5 uM	2007	Bioorganic & medicinal chemistry, Mar-01, Volume: 15, Issue:5	Free-radical-scavenging effect of carbazole derivatives on AAPH-induced hemolysis of human erythrocytes.
AID293676	Inhibition of AAPH-induced hemolysis in human erythrocytes assessed as hemolysis inhibition time at 8.26 uM	2007	Bioorganic & medicinal chemistry, Mar-01, Volume: 15, Issue:5	Free-radical-scavenging effect of carbazole derivatives on AAPH-induced hemolysis of human erythrocytes.
AID293655	Inhibition of AAPH-induced hemolysis in human erythrocytes assessed as hemolysis time at 24.8 uM	2007	Bioorganic & medicinal chemistry, Mar-01, Volume: 15, Issue:5	Free-radical-scavenging effect of carbazole derivatives on AAPH-induced hemolysis of human erythrocytes.
AID673777	Cytotoxicity in UV-irradiated human U937 cells exposed to photosensitizer for 2 hrs before irradiation for 20 mins by WST-1 assay	2012	ACS medicinal chemistry letters, Apr-12, Volume: 3, Issue:4	Type 1 Phototherapeutic Agents. 2. Cancer Cell Viability and ESR Studies of Tricyclic Diarylamines.
AID293679	Inhibition of AAPH-induced hemolysis in human erythrocytes assessed as hemolysis inhibition time at 24.8 uM	2007	Bioorganic & medicinal chemistry, Mar-01, Volume: 15, Issue:5	Free-radical-scavenging effect of carbazole derivatives on AAPH-induced hemolysis of human erythrocytes.
AID293652	Inhibition of AAPH-induced hemolysis in human erythrocytes assessed as hemolysis time at 8.26 uM	2007	Bioorganic & medicinal chemistry, Mar-01, Volume: 15, Issue:5	Free-radical-scavenging effect of carbazole derivatives on AAPH-induced hemolysis of human erythrocytes.
AID293677	Inhibition of AAPH-induced hemolysis in human erythrocytes assessed as hemolysis inhibition time at 16.5 uM	2007	Bioorganic & medicinal chemistry, Mar-01, Volume: 15, Issue:5	Free-radical-scavenging effect of carbazole derivatives on AAPH-induced hemolysis of human erythrocytes.
AID293678	Inhibition of AAPH-induced hemolysis in human erythrocytes assessed as hemolysis inhibition time at 20.7 uM	2007	Bioorganic & medicinal chemistry, Mar-01, Volume: 15, Issue:5	Free-radical-scavenging effect of carbazole derivatives on AAPH-induced hemolysis of human erythrocytes.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	2 (22.22)	29.6817
2010's	6 (66.67)	24.3611
2020's	1 (11.11)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	9 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
acridone acridone : A member of the class of acridines that is 9,10-dihydroacridine substituted by an oxo group at position 9.	2.07	1	acridines; cyclic ketone
carbazole carbazole: structure in first source	2.46	2	carbazole
acridan [no description available]	2.07	1
phenothiazine 10H-phenothiazine : The 10H-tautomer of phenothiazine.	2.46	2	phenothiazine	ferroptosis inhibitor; plant metabolite; radical scavenger
dibenzylamine 10,11-dihydro-5H-dibenzo(b,f)azepine: core structure of clomipramine	2.07	1
diphenylamine Diphenylamine: In humans it may be irritating to mucous membranes. Methemoglobinemia has been produced experimentally. In veterinary use, it is one of active ingredients in topical agents for prevention and treatment of screwworm infestation. An indicator in tests for nitrate poisoning.. diphenylamine : An aromatic amine containing two phenyl substituents. It has been used as a fungicide for the treatment of superficial scald in apples and pears, but is no longer approved for this purpose within the European Union.	2.46	2	aromatic amine; bridged diphenyl fungicide; secondary amino compound	antifungal agrochemical; antioxidant; carotogenesis inhibitor; EC 1.3.99.29 [phytoene desaturase (zeta-carotene-forming)] inhibitor; ferroptosis inhibitor; radical scavenger
phenoxazine phenoxazine: RN given refers to 10H-phenoxazine. 10H-phenoxazine : A member of the class of phenoxazines that is morpholine which is ortho-fused to two benzene rings at positions 2-3 and 5-6.	2.46	2	phenoxazine	ferroptosis inhibitor; radical scavenger
10-methyl-9,10-dihydroacridine 10-methyl-9,10-dihydroacridine: structure in first source	2.07	1

Condition	Relationship Strength	Studies
Extravascular Hemolysis [description not available]	2.03	1
Hemolysis The destruction of ERYTHROCYTES by many different causal agents such as antibodies, bacteria, chemicals, temperature, and changes in tonicity.	2.03	1
Innate Inflammatory Response [description not available]	2.05	1
Inflammation A pathological process characterized by injury or destruction of tissues caused by a variety of cytologic and chemical reactions. It is usually manifested by typical signs of pain, heat, redness, swelling, and loss of function.	2.05	1
Encephalitis, Polio [description not available]	2.06	1
Poliomyelitis An acute infectious disease of humans, particularly children, caused by any of three serotypes of human poliovirus (POLIOVIRUS). Usually the infection is limited to the gastrointestinal tract and nasopharynx, and is often asymptomatic. The central nervous system, primarily the spinal cord, may be affected, leading to rapidly progressive paralysis, coarse FASCICULATION and hyporeflexia. Motor neurons are primarily affected. Encephalitis may also occur. The virus replicates in the nervous system, and may cause significant neuronal loss, most notably in the spinal cord. A rare related condition, nonpoliovirus poliomyelitis, may result from infections with nonpoliovirus enteroviruses. (From Adams et al., Principles of Neurology, 6th ed, pp764-5)	2.06	1

5H-dibenzo[b,f]azepine

Description

Cross-References

Synonyms (68)

Roles (1)

Drug Classes (2)

Protein Targets (12)

Potency Measurements

Inhibition Measurements

Biological Processes (14)

Molecular Functions (3)

Ceullar Components (5)

Bioassays (25)

Research

Studies (9)

Market Indicators

Research Demand Index: 12.02

Study Types

5H-dibenzo[b,f]azepine

Description

Cross-References

Synonyms (68)

Roles (1)

Drug Classes (2)

Protein Targets (12)

Potency Measurements

Inhibition Measurements

Biological Processes (14)

Molecular Functions (3)

Ceullar Components (5)

Bioassays (25)

Research

Studies (9)

Market Indicators

Research Demand Index: 12.02

Study Types

Related Drugs (8)

Related Conditions (6)