Antazoline

Modify Date: 2024-01-09 17:05:30

Antazoline structure	Common Name	Antazoline
	CAS Number	91-75-8	Molecular Weight	265.353
	Density	1.1±0.1 g/cm3	Boiling Point	475.5±38.0 °C at 760 mmHg
	Molecular Formula	C₁₇H₁₉N₃	Melting Point	159ºC
	MSDS	N/A	Flash Point	241.4±26.8 °C

Use of Antazoline

Antazoline is an H1 receptor antagonist that affects the activity of the central nervous system, has a potent antiarrhythmic effect[1][2][3].

Name	antazoline
Synonym	More Synonyms

Description	Antazoline is an H1 receptor antagonist that affects the activity of the central nervous system, has a potent antiarrhythmic effect[1][2][3].
Related Catalog	Signaling Pathways >> Immunology/Inflammation >> Histamine Receptor Research Areas >> Neurological Disease Signaling Pathways >> GPCR/G Protein >> Histamine Receptor
Target	H1 receptor
In Vitro	Antazoline shows good inhibitory effect on HBV DNA in the supernatant of HepAD38 and Huh7 cells with the value of EC50 is 2.910 μmol/L and 2.349 μmol/L, respectively[2]. Cell Cytotoxicity Assay[2] Cell Line: HepAD38 cells Concentration: 10μmol/L Incubation Time: 5 days Result: Exhibited no significant cytotoxicity at a concentration of 10μmol/L and had a dose-dependent inhibition of HBV DNA in the supernatant. RT-PCR[2] Cell Line: Huh7 cells Concentration: 30 μmol/L, 10 μmol/L, 3.33 μmol/L, 1.1 μmol/L, 0.370 μmol/L, and 0.123 μmol/L Incubation Time: 4 days Result: Had a significant inhibitory effect on HBV DNA in supernatants in a dose-dependent manner.
In Vivo	Antazoline (IP; 0.01 ml/g; 30min) as H1 receptor antagonists diminishes the anticonvulsant activity of carbamazepine and diphenylhydantoin[3]. Animal Model: Swiss mice[3] Dosage: 0.01 mL/g Administration: Antazoline (IP; 0.01 ml/g; 30min) Result: Showed some proconvulsive activity.
References	[1]. Maciej T Wybraniec, et al. Efficacy and safety of antazoline for cardioversion of atrial fibrillation: propensity score matching analysis of a multicenter registry (CANT II Study). Pol Arch Intern Med. 2022 Jun 29;132(6):16234. [2]. Jing Li, et al. Repurposing of Antazoline Hydrochloride as an Inhibitor of Hepatitis B Virus DNA Secretion. Virol Sin. 2021 Jun;36(3):501-509. [3]. MariuszŚwiąder,et al. Influence of antazoline and ketotifen on the anticonvulsant activity of conventional antiepileptics against maximal electroshock in mice. Eur Neuropsychopharmacol. 2004 Aug;14(4):307-18.

Density	1.1±0.1 g/cm3
Boiling Point	475.5±38.0 °C at 760 mmHg
Melting Point	159ºC
Molecular Formula	C₁₇H₁₉N₃
Molecular Weight	265.353
Flash Point	241.4±26.8 °C
Exact Mass	265.157898
PSA	27.63000
LogP	4.39
Vapour Pressure	0.0±1.2 mmHg at 25°C
Index of Refraction	1.608
Storage condition	-20°C

CHEMICAL IDENTIFICATION

RTECS NUMBER :: NJ2000000

CHEMICAL NAME :: 2-Imidazoline, 2-((N-benzylanilino)methyl)-

CAS REGISTRY NUMBER :: 91-75-8

BEILSTEIN REFERENCE NO. :: 0233924

LAST UPDATED :: 199612

DATA ITEMS CITED :: 6

MOLECULAR FORMULA :: C17-H19-N3

MOLECULAR WEIGHT :: 265.39

WISWESSER LINE NOTATION :: T5M CN BUTJ B1N1R&R

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration into the eye

SPECIES OBSERVED :: Rodent - rabbit

REFERENCE :: OPHTAD Ophtalmologica. (S. Karger Pub., Inc., 79 Fifth Ave., New York, NY 10003) V.96- 1978- Volume(issue)/page/year: 143,154,1962 ** ACUTE TOXICITY DATA **

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 398 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 7,237,1957

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 100 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: AEPPAE Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. (Berlin, Ger.) V.110-253, 1925-66. For publisher information, see NSAPCC. Volume(issue)/page/year: 237,171,1959

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 135 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 17,214,1967

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 61 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 188,189,1970 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - M3378 No. of Facilities: 3 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 5 (estimated)

Hazard Codes	Xi
Safety Phrases	S22-S24/25

(BENZO-18-CROWN...

CAS#:36271-19-9

1,2-Ethanediamine

CAS#:107-15-3

~78%

Antazoline

CAS#:91-75-8

Literature: Dash; Kudav; Parihar Journal of Heterocyclic Chemistry, 2006 , vol. 43, # 2 p. 401 - 404

N/A

CAS#:758640-21-0

2-(Chloromethyl...

CAS#:13338-49-3

Antazoline

CAS#:91-75-8

Literature: Helvetica Chimica Acta, , vol. 33, p. 1386,1403

Glycine, N-phen...

CAS#:23582-63-0

1,2-Ethanediamine

CAS#:107-15-3

Antazoline

CAS#:91-75-8

Literature: DE847746 , ; DRP/DRBP Org.Chem. US2505248 ;

N-benzyl-N-phen...

CAS#:409111-05-3

1,2-Ethanediamine

CAS#:107-15-3

Antazoline

CAS#:91-75-8

Literature: DE847746 , ; DRP/DRBP Org.Chem. US2505248 ;

Phenamazoline

CAS#:501-62-2

Benzyl chloride

CAS#:100-44-7

Antazoline

CAS#:91-75-8

Literature: US2505133 , ;

Precursor 7
CAS#:36271-19-9 (BENZO-18-CROWN... CAS#:107-15-3 1,2-Ethanediamine CAS#:13338-49-3 2-(Chloromethyl... CAS#:23582-63-0 Glycine, N-phen...
CAS#:409111-05-3 N-benzyl-N-phen... CAS#:501-62-2 Phenamazoline CAS#:100-44-7 Benzyl chloride
DownStream 0

Phenazoline

1H-Imidazole-2-methanamine, 4,5-dihydro-N-phenyl-N-(phenylmethyl)-

Antistin

Histostab

Fenazolina

Phenazolin

Histazine

N-benzyl-N-(4,5-dihydro-1H-imidazol-2-ylmethyl)phenylamine

EINECS 202-094-0

Antastan

Antistine

Antazoline

Imidamine

Antihistal

N-Benzyl-N-(4,5-dihydro-1H-imidazol-2-ylmethyl)aniline

N-Benzyl-N-(4,5-dihydro-1H-imidazol-2-ylmethyl)-anilin

MFCD00047013

Antasten

benzyl-(4,5-dihydro-1H-imidazol-2-ylmethyl)-phenyl-amine

N-benzyl-N-(4,5-dihydro-1H-imidazol-2-ylmethyl)-aniline

N-(4,5-dihydro-1H-imidazol-2-ylmethyl)-N-(phenylmethyl)aniline

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China
Product Name: Antasten
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Antazoline

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