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Cas Database

Name	Promethazine	EINECS	N/A
CAS No.	60-87-7	Density	1.131
PSA	31.78000	LogP	4.30440
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	N/A
Transport Information	N/A	Appearance	N/A
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	N/A
Molecular Structure		Hazard Symbols	N/A
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	Article Data	29

Promethazine 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;

: 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

: 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 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.

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