10H-Phenothiazine-2-carbonitrile,10-[3-(dimethylamino)-2-methylpropyl]- supplier

Name
cyamemazine
EINECS 222-594-2
CAS No. 3546-03-0
Article Data6
CAS DataBase
Density 1.21 g/cm³
Solubility
Melting Point 90-95°C
Formula C₁₉H₂₁N₃S
Boiling Point 479 °C at 760 mmHg
Molecular Weight 323.462
Flash Point 243.5 °C
Transport Information
Appearance
Safety 61
Risk Codes 50
Molecular Structure
Hazard Symbols Xi,N
Synonyms Phenothiazine-2-carbonitrile,10-[3-(dimethylamino)-2-methylpropyl]- (6CI,7CI,8CI);10-[3-(Dimethylamino)-2-methylpropyl]phenothiazine-2-carbonitrile;2-Cyano-10-(3-dimethylamino-2-methylpropyl)phenothiazine;7204 R. E.;Ciamatil;Cianatil;Cyamemazin;Cyamemazine;Cyamepromazine;Cyamepromezine;F.I. 6229;Kyamepromazine;R.P. 7204;TH 2602;Tercian;
PSA 55.57000
LogP 4.42368

Synthetic route

: 1366180-94-0
cyamemazine N-oxide

A: 108014-19-3
N-Demethylcyamemazine

B: 3546-03-0
cyamemazine

Conditions

Conditions	Yield
With ferrous(II) sulfate heptahydrate In methanol at 0℃; for 2h; Polonovski reaction;	A 70% B n/a

: 38642-74-9
10H-phenothiazine-2-carbonitrile

: 23349-86-2
3-(dimethylamino)-2-methylpropylchloride

: 3546-03-0
cyamemazine

Conditions

Conditions	Yield
(i) NaNH2, toluene, (ii) /BRN= 506000/; Multistep reaction;

(+-)-4-<2-bromo-phenylsulfanyl>-3-<γ-dimethylamino-isobutylamino>-benzonitrile: (+-)-4-<2-bromo-phenylsulfanyl>-3-<γ-dimethylamino-isobutylamino>-benzonitrile

: 3546-03-0
cyamemazine

Conditions

Conditions	Yield
With copper; potassium carbonate; N,N-dimethyl-formamide at 155℃;

: 38642-74-9
10H-phenothiazine-2-carbonitrile

(+-)-<γ-chloro-isobutyl>-dimethyl-amine: (+-)-<γ-chloro-isobutyl>-dimethyl-amine

: 3546-03-0
cyamemazine

Conditions

Conditions	Yield
With sodium amide; xylene

: 92-39-7
2-chlorophenothiazine

: 3546-03-0
cyamemazine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: quinoline 2: sodium amide; xylene View Scheme

: 25234-50-8
10H-phenothiazine-2-carboxylic acid

: 3546-03-0
cyamemazine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: (i) PCl5, benzene, (ii) NH3 2: POCl3 / Heating 3: (i) NaNH2, toluene, (ii) /BRN= 506000/ View Scheme

: 1778-82-1
phenothiazine-2-carboxamide

: 3546-03-0
cyamemazine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: POCl3 / Heating 2: (i) NaNH2, toluene, (ii) /BRN= 506000/ View Scheme

: Cyamemazine tartrate

A: 108014-19-3
N-Demethylcyamemazine

B: 3546-03-0
cyamemazine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 3-chloro-benzenecarboperoxoic acid; sodium hydroxide / dichloromethane / 4 h / 0 - 20 °C 2: ferrous(II) sulfate heptahydrate / methanol / 2 h / 0 °C View Scheme

: 1590417-42-7
10-(3-(1,3-dioxoisoindolin-2-yl)-2-methylpropyl)-10H-phenothiazine-2-carbonitrile

: 3546-03-0
cyamemazine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: hydrazine hydrate / ethanol / 4 h / 70 °C / Inert atmosphere 2.1: tetrahydrofuran / 2 h / 70 °C 2.2: 2 h / 0 °C / Reflux View Scheme

: Desmethyl cyamemazine

: 77-78-1
dimethyl sulfate

: 3546-03-0
cyamemazine

Conditions

Conditions	Yield
Stage #1: Desmethyl cyamemazine; dimethyl sulfate In tetrahydrofuran at 70℃; for 2h; Stage #2: dimethyl sulfate With sodium hydroxide In tetrahydrofuran; water at 0℃; for 2h; Reflux;

: Cyamemazine tartrate

: 3546-03-0
cyamemazine

Conditions

Conditions	Yield
In [(2)H6]acetone; water; ethyl acetate
In di-isopropyl ether; water

: 23349-86-2
3-(dimethylamino)-2-methylpropylchloride

: 3546-03-0
cyamemazine

Conditions

Conditions	Yield
With sodium hydroxide In toluene

: 3546-03-0
cyamemazine

: C19H21N3O2S

Conditions

Conditions	Yield
With air In phosphate buffer for 0.0666667h; pH=7; Quantum yield;
With air In phosphate buffer for 0.0666667h; pH=7; UV-irradiation;

: 6915-18-0
2-butenedioic acid

: 3546-03-0
cyamemazine

: 10-(3-(dimethylamino)-2-methylpropyl)-10H-phenothiazine-2-carbonitrile maleate

Conditions

Conditions	Yield
In ethanol for 0.5h;	250 mg

: 3546-03-0
cyamemazine

A: (R)-cyamemazine

B: (S)-cyamemazine

Conditions

Conditions	Yield
With Chiralpak AGP column for 0.5h; Resolution of racemate; enantioselective reaction;

10H-Phenothiazine-2-carbonitrile,10-[3-(dimethylamino)-2-methylpropyl]- Specification

This chemical is called 10H-Phenothiazine-2-carbonitrile,10-[3-(dimethylamino)-2-methylpropyl]-, and its systematic name is 10-[3-(dimethylamino)-2-methylpropyl]-10H-phenothiazine-2-carbonitrile. With the molecular formula of C₁₉H₂₁N₃S, its molecular weight is 323.46. The CAS registry number of this chemical is 3546-03-0.

Other characteristics of the 10H-Phenothiazine-2-carbonitrile,10-[3-(dimethylamino)-2-methylpropyl]- can be summarised as followings: (1)ACD/LogP: 4.62; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.6; (4)ACD/LogD (pH 7.4): 2.73; (5)ACD/BCF (pH 5.5): 1.81; (6)ACD/BCF (pH 7.4): 24.85; (7)ACD/KOC (pH 5.5): 7.36; (8)ACD/KOC (pH 7.4): 101.15; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 55.57 Å²; (13)Index of Refraction: 1.654; (14)Molar Refractivity: 97.51 cm³; (15)Molar Volume: 265.7 cm³; (16)Polarizability: 38.65×10^-24cm³; (17)Surface Tension: 58.6 dyne/cm; (18)Density: 1.21 g/cm³; (19)Flash Point: 243.5 °C; (20)Enthalpy of Vaporization: 74.32 kJ/mol; (21)Boiling Point: 479 °C at 760 mmHg; (22)Vapour Pressure: 2.46E-09 mmHg at 25°C.

You can still convert the following datas into molecular structure:
1.SMILES: N#Cc2cc1N(c3c(Sc1cc2)cccc3)CC(C)CN(C)C
2.InChI: InChI=1/C19H21N3S/c1-14(12-21(2)3)13-22-16-6-4-5-7-18(16)23-19-9-8-15(11-20)10-17(19)22/h4-10,14H,12-13H2,1-3H3
3.InChIKey: SLFGIOIONGJGRT-UHFFFAOYAN

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
man	LDLo	oral	107mg/kg (107mg/kg)		Journal of Analytical Toxicology. Vol. 17, Pg. 386, 1993.

Product Name

cyamemazine

Synthetic route

10H-Phenothiazine-2-carbonitrile,10-[3-(dimethylamino)-2-methylpropyl]- Specification

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