PROMETHAZINE

PROMETHAZINE Basic information
Product Name:PROMETHAZINE
Synonyms:PROMETHAZINE;Promethaine;(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-;3277 RP
CAS:60-87-7
MF:C17H20N2S
MW:284.42
EINECS:200-489-2
Product Categories:
Mol File:60-87-7.mol
PROMETHAZINE Structure
PROMETHAZINE Chemical Properties
Melting point 60℃
Boiling point bp3 190-192°
density 1.131
refractive index 1.6000 (estimate)
storage temp. -20°C Freezer
solubility Chloroform (Slightly), Methanol (Slightly, Sonicated)
form Solid
pkapKa 9.1(H2O,t undefined) (Uncertain)
color Pale Beige to Pale Brown
Water Solubility 383.9ug/L(22.5 ºC)
EPA Substance Registry SystemPromethazine (60-87-7)
Safety Information
Hazardous Substances Data60-87-7(Hazardous Substances Data)
ToxicityLD50 oral in rabbit: 580mg/kg
MSDS Information
PROMETHAZINE Usage And Synthesis
DescriptionAs a derivative of phenothiazine, promethazine is structurally and pharmacologically similar to chlorpromazine. It exhibits strong antihistamine activity as well as expressed action on the CNS. It potentiates action of sedative and analgesic drugs.
UsesAnti-emetic; antihistaminic.
UsesPromethazine is used in preparation of antibodies having inhibitory activities to IL-36R signaling triggered by agonistic ligands and application to prevention and therapies of cancers and autoimmune diseases.
UsesPromethazine is used for treating allergic illnesses such as hives, serum disease, hay fever, dermatosis, and also for rheumatism with expressed allergic components, for allergic complications caused by antibiotics and other medicinal drugs, and for enhancing action of analgesics and local anesthetics. Synonyms of this drug are allergen, phenergan, pipolphen, prothazine, and others.
DefinitionChEBI: A tertiary amine that is a substituted phenothiazine in which the ring nitrogen at position 10 is attached to C-3 of an N,N-dimethylpropan-2-amine moiety.
Brand namePhenergan (Wyeth).
World Health Organization (WHO)Introduced in 1946, promethazine, a phenothiazine derivative has a variety of pharmacological properties. At present it is mainly used as an antihistamine and anti-motion-sickness drug. Promethazine is listed in the WHO Model List of Essential Drugs.
General DescriptionCrystals. Melting point 60°C. Used as an antihistaminic.
Air & Water ReactionsTurns blue on prolonged exposure to air and moisture.
Reactivity ProfilePROMETHAZINE neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable or toxic gases may be generated in combination with strong reducing agents, such as hydrides.
Health HazardSYMPTOMS: Symptoms of PROMETHAZINE include leucopenia; agranulocytosis; confusion; convulsions; stupor; and it potentiates the action of central nervous system depressants.
Fire HazardFlash point data for PROMETHAZINE are not available, however PROMETHAZINE is probably combustible.
Clinical UsePromethazine, an early agent in the series, has many useful pharmacological affects other than being an antihistamine. It has significant antiemetic and anticholinergic properties. It also has sedative-hypnotic properties and has been used to potentiate the effects of analgesic drugs. Subsequent analogues, such as trimeprazine and methdilazine, are used as antipruritic agents in the treatment of urticaria.
Safety ProfilePoison 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 effectsHuman mutation data reported. A severe eye irritant. When heated to decomposition it emits very toxic fumes of NOx and SOx
SynthesisPromethazine, 10-(2-dimethylaminopropyl)phenothiazine (16.1.18), is synthesized by alkylating phenothiazine with 1-dimethylamino-2-propylchloride.

Synthesis_60-87-7

PROMETHAZINE Preparation Products And Raw materials
Raw materials2-chloropropyldimethylamine
Promethazine-D4 (phenothiazine-1,3,7,9-D4)-D4 Aprobit R (+/-)-Promethazine-d6 Hydrochloride,Promethazine-d6 Hydrochloride Salt PROMETHAZINE HCL IMP. D (EP): (2RS)-N,N-DIMETHYL-1-(10H-PHENOTHIAZIN-10-YL)PROPAN-2-AMINE S-OXIDE(PROMETHAZINE SULPHOXIDE) Promethazine-D6 PROMETHAZINE HCL BP93 promethazine teoclate,Promethazine8-chlorotheophyllinate,Promethazine, 8-chlorotheophylline salt PROMETHAZINE-D3 HYDROCHLORIDE PROMETHAZINE-D4 Promethazine Hydrochloride BP 2001 or 2000 Promethazine 5-Oxide-d6, Promethazine 5-Sulfoxide-d6,Promethazine Sulfoxide-d6 PROMETHAZINE SULPHOXIDE Promethazine Comp. Promethazine for peak identification N-MONODESMETHYL PROMETHAZINE promethazine Hcl bp98 ETHOPROPAZINE PROMETHAZINE HYDROCHLORIDE IMP. A (EP): PHENOTHIAZINE

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