Promethazine supplier | CasNO.60-87-7

Name
PROMETHAZINE
EINECS
CAS No. 60-87-7
Article Data29
CAS DataBase
Density 1.131
Solubility 383.9ug/L(22.5 oC)
Melting Point 60
Formula C17H20 N2 S
Boiling Point 190-192oC at 3 mm Hg
Molecular Weight 284.425
Flash Point
Transport Information
Appearance
Safety Poison by ingestion, intravenous, intramuscular, intraperitoneal, and subcutaneous routes. Human systemic effects by ingestion: pupillary dilation, wakefulness, hallucinations, and distorted perceptions. An experimental teratogen. Other experimental reproductive effects. Human mutation data reported. A severe eye irritant. When heated to decomposition it emits very toxic fumes of NO_x and SO_x.
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Phenothiazine,10-[2-(dimethylamino)propyl]- (8CI);(2-Dimethylamino-2-methyl)ethyl-N-dibenzoparathiazine; (?à)-Promethazine;10-[2-(Dimethylamino)propyl]phenothiazine; Dimapp; Diphergan; NSC 30321;Proazamine; Procit; Prometazin; Promethazine; Protazine; Prothazin; RP 3277;Vallergine
PSA 31.78000
LogP 4.30440

Synthetic route

: 58-33-3
phenergan

: 60-87-7
10-[2-(dimethylamino)propyl]phenothiazine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In dichloromethane; water Reagent/catalyst;	96%
With sodium hydroxide In diethyl ether Purification / work up;	90%

: 124-40-3
dimethyl amine

: 15375-56-1
1-(10H-phenothiazin-10-yl)acetone

: 60-87-7
10-[2-(dimethylamino)propyl]phenothiazine

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride In N,N-dimethyl acetamide at 50℃;	75%

: 92-84-2
10H-phenothiazine

: 17256-39-2
2-(dimethyl-amino)-1-methylethylchloride hydrochloride

: 60-87-7
10-[2-(dimethylamino)propyl]phenothiazine

Conditions

Conditions	Yield
With potassium hydroxide; Aliquat 336 at 80℃; for 1h;	71%

: 92-84-2
10H-phenothiazine

: 108-14-5
2-chloro-1-dimethylaminopropane

: 60-87-7
10-[2-(dimethylamino)propyl]phenothiazine

Conditions

Conditions	Yield
racemat;
racemat;

: 92-84-2
10H-phenothiazine

: 108-14-5
2-chloro-1-dimethylaminopropane

A: 303-14-0
isopromethazine

B: 60-87-7
10-[2-(dimethylamino)propyl]phenothiazine

Conditions

Conditions	Yield
racemat;

...Expand

: 92-84-2
10H-phenothiazine

: 53309-35-6
(2-chloro-1-methyl-ethyl)-dimethyl-amine

: 60-87-7
10-[2-(dimethylamino)propyl]phenothiazine

Conditions

Conditions	Yield
(i) NaNH2, toluene, (ii) /BRN= 505990/; Multistep reaction;

: 72332-06-0
2-<2-(dimethylamino)propyl> phenothiazine-10-carboxylate

A: 92-84-2
10H-phenothiazine

B: 303-14-0
isopromethazine

C: 60-87-7
10-[2-(dimethylamino)propyl]phenothiazine

Conditions

Conditions	Yield
at 180 - 220℃; for 2.5h;	A 840 mg B 148 mg C 454 mg
at 180 - 220℃; for 2.5h; Mechanism;	A 840 mg B 148 mg C 454 mg

...Expand

: 38878-40-9
promethazine cation

: 60-87-7
10-[2-(dimethylamino)propyl]phenothiazine

Conditions

Conditions	Yield
With hydrogen sulfite In water Rate constant; Irradiation; variation of pH;

: C17H20N2S(1+)*ClO4(1-)

A: 7640-51-9
Promethazine 5-sulfoxide

B: 60-87-7
10-[2-(dimethylamino)propyl]phenothiazine

Conditions

Conditions	Yield
With water Product distribution; Mechanism; pH 7; var. phenothiazine cation radicals, var. buffers;

(+-)-N2-<2-(2-bromo-phenylsulfanyl)-phenyl>-1,N1,N1-trimethyl-ethanediyldiamine: (+-)-N2-<2-(2-bromo-phenylsulfanyl)-phenyl>-1,N1,N1-trimethyl-ethanediyldiamine

: 60-87-7
10-[2-(dimethylamino)propyl]phenothiazine

Conditions

Conditions	Yield
With copper; potassium carbonate; N,N-dimethyl-formamide racemat;

: promethazine-D-tartrate

: 60-87-7
10-[2-(dimethylamino)propyl]phenothiazine

Conditions

Conditions	Yield
With sodium hydroxide In diethyl ether; water Purification / work up;

: 60-87-7, 67253-23-0, 73745-50-3, 92998-17-9
promethazine cation radical

A: 7640-51-9
Promethazine 5-sulfoxide

B: 60-87-7
10-[2-(dimethylamino)propyl]phenothiazine

Conditions

Conditions	Yield
With water In sulfuric acid at 24.84℃; Kinetics; Concentration; pH-value;

: 50-00-0
formaldehyd

: 10-(β-aminopropyl) phenothiazine

: 60-87-7
10-[2-(dimethylamino)propyl]phenothiazine

Conditions

Conditions	Yield
With formic acid at 20℃;	0.1023 g

: 92-84-2
10H-phenothiazine

: 60-87-7
10-[2-(dimethylamino)propyl]phenothiazine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium iodide; sodium hydrogencarbonate / 80 °C 2: sodium tris(acetoxy)borohydride / N,N-dimethyl acetamide / 50 °C View Scheme

: 60-87-7
10-[2-(dimethylamino)propyl]phenothiazine

: Promethazine radical cation

Conditions

Conditions	Yield
With isopropyl alcohol; Cysteamine; acetone In water Rate constant; Product distribution; Irradiation; pH=3; pulse radiolysis; other thiol reagents;	100%
With halothane peroxyl radical In various solvent(s) Rate constant; Ambient temperature; Irradiation; pH=7; pulse radiolysis; different PZ concentrations;	69 % Spectr.

: 1,7-lactobionamidoheptanoic acid

: 60-87-7
10-[2-(dimethylamino)propyl]phenothiazine

: Lac6P

Conditions

Conditions	Yield
In water at 25℃; for 24h; Darkness;	100%

: 1283712-39-9
1,7-gluconamidoheptanoic acid

: 60-87-7
10-[2-(dimethylamino)propyl]phenothiazine

: 1283712-40-2
Glu6P

Conditions

Conditions	Yield
In water at 25℃; for 24h; Darkness;	100%

: 60-87-7
10-[2-(dimethylamino)propyl]phenothiazine

: 7640-51-9
Promethazine 5-sulfoxide

Conditions

Conditions	Yield
With hydrogenchloride; sodium nitrite In water for 2h;	95%
With dihydrogen peroxide In ethanol
With n-C4F9; perfluoro-cis-2,3-dialkyloxaziridine; n-C3F7 In various solvent(s) Yield given;

: 2-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]-3-methylbutanoic acid chloromethyl ester

: 60-87-7
10-[2-(dimethylamino)propyl]phenothiazine

: N-[[2-[[[(1,1 dimethylethoxy)carbonyl]amino]methyl]-3-methyl-1-oxobutoxy]methyl]-N,N,α-trimethyl-10H-phenothiazin-10-ethanaminium chloride

Conditions

Conditions	Yield
In dichloromethane at 70℃; for 1h;	94%

: 60-87-7
10-[2-(dimethylamino)propyl]phenothiazine

: 37707-23-6
N-Demethylpromethazine

Conditions

Conditions	Yield
Stage #1: 10-[2-(dimethylamino)propyl]phenothiazine With carbonochloridic acid 1-chloro-ethyl ester In 1,2-dichloro-ethane at 0 - 115℃; for 43h; Stage #2: With methanol at 75℃; for 18h; Reagent/catalyst; Temperature;	92%

: 20277-69-4
sodium methansulfinate

: 60-87-7
10-[2-(dimethylamino)propyl]phenothiazine

: C18H22N2O2S2

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; [Ir[2-(2,4-difluorophenyl)-5-trifluoromethylpyridine]2(4,4′-di-t-Bu-2,2′-bipyridine)]PF6; tetra(n-butyl)ammonium hydrogensulfate In water; acetonitrile for 72h; Irradiation; regioselective reaction;	92%

: 60-87-7
10-[2-(dimethylamino)propyl]phenothiazine

: 13582-96-2, 13582-97-3, 13754-56-8
9,9-Dioxopromethazin

Conditions

Conditions	Yield
With oxygen; palladium diacetate; sodium carbonate; triphenylphosphine In toluene at 80℃; for 18h; Reagent/catalyst; Temperature; Green chemistry;	90.2%

: 41144-01-8
(+/-)-citronellyl tosylate

: 60-87-7
10-[2-(dimethylamino)propyl]phenothiazine

: N-(1-(10H-phenothiazin-10-yl)propan-2-yl)-N,N,3,7-tetramethyloct-6-en-1-aminium 4-methylbenzenesulfonate

Conditions

Conditions	Yield
Stage #1: 10-[2-(dimethylamino)propyl]phenothiazine With sodium hydroxide In diethyl ether Stage #2: (+/-)-citronellyl tosylate In acetonitrile at 40℃; for 168h; Darkness;	83%

: 3-[[(1,1-dimethylethoxy)carbonyl]amino]-2,2-dimethylpropanoic acid chloromethyl ester

: 60-87-7
10-[2-(dimethylamino)propyl]phenothiazine

: N-[[3-[[(1,1-dimethylethoxy)carbonyl]amino]-2,2-dimethyl-1-oxopropoxy]methyl]-N,N,α-trimethyl-10H-phenothiazin-10-ethanaminium chloride

Conditions

Conditions	Yield
In dichloromethane at 70℃; for 1h;	48%

: 60-87-7
10-[2-(dimethylamino)propyl]phenothiazine

: 21085-72-3
1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester

: 145823-18-3
((2R,3R,4S,5S,6S)-6-Carboxy-3,4,5-trihydroxy-tetrahydro-pyran-2-yl)-dimethyl-(1-methyl-2-phenothiazin-10-yl-ethyl)-ammonium; chloride

Conditions

Conditions	Yield
With XAD-2 ion-exchange resin; sodium hydrogencarbonate In water; benzene for 96h; Ambient temperature;	18%

: 60-87-7
10-[2-(dimethylamino)propyl]phenothiazine

: 312488-15-6
10-(1-propenyl)phenothiazine

: 60-87-7
10-[2-(dimethylamino)propyl]phenothiazine

: (2-bromo-1-methyl-ethyl)-dimethyl-amine

Conditions

Conditions	Yield
With water; hydrogen bromide

: 60-87-7
10-[2-(dimethylamino)propyl]phenothiazine

: dimethyl-[1-methyl-2-(5-oxo-5H-5λ4-phenothiazin-10-yl)-ethyl]-amine oxide

Conditions

Conditions	Yield
With dihydrogen peroxide In ethanol

: 69884-58-8
trichloromethyl peroxyl

: 60-87-7
10-[2-(dimethylamino)propyl]phenothiazine

A: 94089-33-5
Trichlormethylhydroperoxid

B: Promethazine radical cation

Conditions

Conditions	Yield
With water at 20℃; Rate constant; kinetic isotope effect;

...Expand

: 60-80-0
1,5-Dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one

: 60-87-7
10-[2-(dimethylamino)propyl]phenothiazine

A: 60-80-0
antipyrine

B: Promethazine radical cation

Conditions

Conditions	Yield
Rate constant;

...Expand

: 60-87-7
10-[2-(dimethylamino)propyl]phenothiazine

: 76069-04-0
phenothiazine radical cation

Conditions

Conditions	Yield
With trichloromethylperoxyl Rate constant; pH 7, pH 6, absolute rate constants;
With CH3Cl2O2 Rate constant; pH 7, pH 6, absolute rate constants;
With chloromethylperoxy radical Rate constant; pH 7, pH 6, absolute rate constants;

: 60-87-7
10-[2-(dimethylamino)propyl]phenothiazine

: 60-87-7, 67253-23-0, 73745-50-3, 92998-17-9
promethazine cation radical

Conditions

Conditions	Yield
With perchloric acid; Manganase-(III) solution In water at 7℃; Kinetics; Mechanism; Rate constant; activation parameters;
With trifluoroacetic acid; dibenzoyl peroxide In toluene
With air In sulfuric acid at 24.84℃;

: catechin radical

: 60-87-7
10-[2-(dimethylamino)propyl]phenothiazine

A: 60-87-7, 67253-23-0, 73745-50-3, 92998-17-9
promethazine cation radical

: 7295-85-4
catechin

Conditions

Conditions	Yield
at 20℃; Equilibrium constant; pH=3.0;
at 20℃; Rate constant; Equilibrium constant; pH=3.0;

...Expand

: (-)-epigallocatechin radical

: 60-87-7
10-[2-(dimethylamino)propyl]phenothiazine

A: 60-87-7, 67253-23-0, 73745-50-3, 92998-17-9
promethazine cation radical

B: 970-73-0, 970-74-1, 1617-55-6, 3371-27-5, 13425-13-3, 136892-45-0
(+)-gallocatechin

Conditions

Conditions	Yield
at 20℃; Equilibrium constant; pH=3.0;
at 20℃; Rate constant; Equilibrium constant; pH=3.0;

...Expand

: hesperidin radical

: 60-87-7
10-[2-(dimethylamino)propyl]phenothiazine

A: 60-87-7, 67253-23-0, 73745-50-3, 92998-17-9
promethazine cation radical

B: 520-26-3
hesperidin

Conditions

Conditions	Yield
at 20℃; Equilibrium constant; pH=3.0;
at 20℃; Rate constant; Equilibrium constant; pH=3;

...Expand

Promethazine Chemical Properties

Chemical Name: Promethazine
IUPAC NAME: N,N-Dimethyl-1-phenothiazin-10-ylpropan-2-amine
CAS No.: 60-87-7
EINECS: 200-489-2
Molecular Formula: C₁₇H₂₀N₂S
Molecular Weight: 284.42 g/mol
Density: 1.131 g/cm³
Flash Point: 198 °C
Boiling Point: 403.7 °C at 760 mmHg
Following is the structure of 10-(2-(Dimethylamino)propyl)pheno-thiazine (CAS No.60-87-7):

The chemical synonymous of 10-(2-(Dimethylamino)propyl)pheno-thiazine (CAS No.60-87-7) are (2-Dimethylamino-2-Methyl)Ethyl-N-Dibenzoparathiazine ; (Dimethylamino-2-Propyl-10-Phenothiazine Hydrochloride ; 10-(2-(Dimethylamino)-2-Methylethyl)Phenothiazine ; 10-[2-(Dimethylamino)Propyl]Phenothiazine ; 10h-Phenothiazine-10-Ethanamine, N,N,Alpha-Trimethyl-

Promethazine Toxicity Data With Reference

1.		eye-rbt 100 mg SEV	FCTOD7 Food and Chemical Toxicology. 20 (1982),573.
2.		eye-rbt 100 mg/4S rns MLD	FCTOD7 Food and Chemical Toxicology. 20 (1982),573.
3.		dni-hmn:fbr 80 nmol/L	DNSYAG Diseases of the Nervous System. 29 (1968),829.
4.		otr-ham:emb 10 mg/L	ENMUDM Environmental Mutagenesis. 8 (Suppl 6)(1986),4.
5.		msc-ham:lng 10 mg/L	SHIGAZ Shigaku. Ondotology. 70 (1983),943.
6.		skn-cld TDLo:13 mg/kg:EYE,PSY	CMAJAX Canadian Medical Association Journal. 130 (1984),1460.
7.		ipr-rat LDLo:140 mg/kg	TXAPA9 Toxicology and Applied Pharmacology. 1 (1959),156.
8.		scu-rat LD50:700 mg/kg	CRSBAW Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. 144 (1950),887.
9.		ivn-rat LD50:45 mg/kg	AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. 120 (1959),450.
10.		ims-rat LD50:169 mg/kg	TXAPA9 Toxicology and Applied Pharmacology. 18 (1971),185.
11.	&

Promethazine Safety Profile

Poison by ingestion, intravenous, intramuscular, intraperitoneal, and subcutaneous routes. Human systemic effects by ingestion: pupillary dilation, wakefulness, hallucinations, and distorted perceptions. An experimental teratogen. Other experimental reproductive effects. Human mutation data reported. A severe eye irritant. When heated to decomposition it emits very toxic fumes of NO_x and SO_x.

Product Name

PROMETHAZINE

Synthetic route

Promethazine Chemical Properties

Promethazine Toxicity Data With Reference

Promethazine Safety Profile

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