3689-50-7

3689-50-7 structure

Name: Oxomemazine
Chemical Name: 3-(5,5-dioxophenothiazin-10-yl)-N,N,2-trimethylpropan-1-amine
CAS Number: 3689-50-7
Molecular Formula: C₁₈H₂₂N₂O₂S
Molecular Weight: 330.444
Catalog: Signaling Pathways GPCR/G Protein Histamine Receptor
Create Date: 2018-09-04 23:02:08
Modify Date: 2024-01-02 11:32:38
Oxomemazine is a phenothiazine-based histamine H1-receptor blocker with pronounced antimuscarinic properties. Oxomemazine is a selective antagonist for muscarinic M1 receptor, displays about 20-fold difference in the affinity for high (Ki = 84 nM, M1 receptor) and low (Ki = 1.65 μM, M2 receptor) affinity sites[1]. Oxomemazine an antihistamine and anticholinergic agent used for the study of cough treatment[2].

Name	3-(5,5-dioxophenothiazin-10-yl)-N,N,2-trimethylpropan-1-amine
Synonyms	N,N,b-Trimethyl-10H-phenothiazine-10-propanamine 5,5-Dioxide EINECS 222-996-8 Oxomemazine [INN:DCF] 3-(5,5-dioxido-10H-phenothiazin-10-yl)-N,N,2-trimethylpropan-1-amine 3-(9,9-Dioxo-10-phenothiazinyl)-2-methyl-1-dimethylaminopropane Oxomemazine 3-(5,5-Dioxido-10H-phenothiazin-10-yl)-N,N,2-trimethyl-1-propanamine 10-(3-Dimethylamino-2-methylpropyl)phenothiazine 5,5-Dioxide RP 6847 Dysedon 10H-Phenothiazine-10-propanamine, N,N,β-trimethyl-, 5,5-dioxide Dioxo-5.5-(2'-methyl-3'dimethylamino-propyl)-10 phenothiazin Oxomemazin Doxergan 10-(3-(Dimethylamino)-2-methylpropyl)phenothiazine 5,5-dioxide

Description	Oxomemazine is a phenothiazine-based histamine H1-receptor blocker with pronounced antimuscarinic properties. Oxomemazine is a selective antagonist for muscarinic M1 receptor, displays about 20-fold difference in the affinity for high (Ki = 84 nM, M1 receptor) and low (Ki = 1.65 μM, M2 receptor) affinity sites[1]. Oxomemazine an antihistamine and anticholinergic agent used for the study of cough treatment[2].
Related Catalog	Signaling Pathways >> Immunology/Inflammation >> Histamine Receptor Research Areas >> Inflammation/Immunology Signaling Pathways >> GPCR/G Protein >> mGluR Signaling Pathways >> GPCR/G Protein >> Histamine Receptor
Target	H1 Receptor mGluR 1:84 nM (Ki) mGluR2:1.65 μM (Ki)
References	[1]. S W Lee, et al.Selectivity of oxomemazine for the M1 muscarinic receptors.Arch Pharm Res. 1994 Dec;17(6):443-51. [2]. M S Siddegowda, et al.Oxomemazine hydro-chloride. Acta Crystallogr Sect E Struct Rep Online. 2011 Aug 1;67(Pt 8):o1875.

Density	1.2±0.1 g/cm3
Boiling Point	492.4±34.0 °C at 760 mmHg
Molecular Formula	C₁₈H₂₂N₂O₂S
Molecular Weight	330.444
Flash Point	251.6±25.7 °C
Exact Mass	330.140198
PSA	49.00000
LogP	2.85
Vapour Pressure	0.0±1.2 mmHg at 25°C
Index of Refraction	1.598

CHEMICAL IDENTIFICATION

RTECS NUMBER :: SO5775000

CHEMICAL NAME :: Phenothiazine, 10-(3-(dimethylamino)-2-methylpropyl)-, 5,5-dioxide

CAS REGISTRY NUMBER :: 3689-50-7

BEILSTEIN REFERENCE NO. :: 0289178

LAST UPDATED :: 199612

DATA ITEMS CITED :: 7

MOLECULAR FORMULA :: C18-H22-N2-O2-S

MOLECULAR WEIGHT :: 330.48

WISWESSER LINE NOTATION :: T C666 BN ISWJ B1Y1&1N1&1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration into the eye

SPECIES OBSERVED :: Rodent - rabbit

REFERENCE :: FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 20,573,1982

TYPE OF TEST :: Rinsed with water

ROUTE OF EXPOSURE :: Administration into the eye

SPECIES OBSERVED :: Rodent - rabbit

REFERENCE :: FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 20,573,1982 ** ACUTE TOXICITY DATA **

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 140 mg/kg

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

REFERENCE :: THERAP Therapie. (Doin, Editeurs, 8, Place de l'Odeon, F-75006 Paris, France) V.1- 1946- Volume(issue)/page/year: 26,1203,1971

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 185 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Behavioral - irritability Skin and Appendages - hair

REFERENCE :: NYKZAU Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. (Nippon Yakuri Gakkai, c/o Kyoto Daigaku Igakubu Yakurigaku Kyoshitsu, Konoe-cho, Yoshida, Sakyo-ku, Kyoto 606, Japan) V.40- 1944- Volume(issue)/page/year: 57,460,1961

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

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 260 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - other changes

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: 135,364,1962

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

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 35 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - other changes

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: 135,364,1962 *** REVIEWS *** TOXICOLOGY REVIEW TJADAB Teratology, The International Journal of Abnormal Development. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1968- Volume(issue)/page/year: 15,57,1977

HS Code	2934300000

HS Code	2934300000
Summary	2934300000. other compounds containing in the structure a phenothiazine ring-system (whether or not hydrogenated), not further fused. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%