2-Chlor-10-(3-(4-methyl-1-pipera-zinyl)propyl)-10H-phenothiazin

Compazine · Stemetil · PERPHENAZINE BASE · 6140rp · rp6140 · 6140 RP · Emelent · Nipodal

Identifikatoren & physikalische Daten

CAS No.	58-38-8
Summenformel	C20H24ClN3S
Durchschnittliche Molmasse	373,9 g/mol
Monoisotopische Masse	373,13794645 g/mol
SMILES	CN1CCN(CCCN2c3ccccc3Sc3ccc(Cl)cc32)CC1
InChIKey	WIKYUJGCLQQFNW-UHFFFAOYSA-N
PubChem CID	4917
ChEMBL	CHEMBL728
ChEBI	CHEBI:8435
EC No.	200-379-4
DTXSID	DTXSID7023514
Lokaler Name	2-Chlor-10-(3-(4-methyl-1-pipera-zinyl)propyl)-10H-phenothiazin

Chemische & physikalische Eigenschaften

XLogP	4,9
Polarare Oberfläche (TPSA)	35
H-Brücken-Donoren	0
H-Brücken-Akzeptoren	4
Frei drehbare Bindungen	4
Schwere Atome	25
Formalladung	0
Komplexität	429
Arzneimittel	DEA NFLIS-Drug Category -> Depressants and TranquilizersPharmaceuticalsPharmaceuticals -> Listed in ZINC15
LogP (Verteilungskoeffizient)	log Kow = 4.884.64.79
Color/Form	Viscous liquid
Löslichkeit	Freely soluble in alcohol, ether, chloroformIn water, 1.496X10-2 g/L (14.96 mg/L) at 24 °C1.10e-02 g/LChloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)14.96mg/L(24 ºC)
Human Drugs	Breast FeedingLactationMilk, HumanAntiemeticsPhenothiazinesGastrointestinal AgentsFDA approved drugs -> Active ingredientPharmaceuticals
Decomposition	When heated to decomposition it emits very toxic fumes of sulfoxides, nitroxides, and /hydrogen chloride/.
Schmelzpunkt	228 °C
Physical Description	Solid
Stability/Shelf Life	SENSITIVE TO LIGHT.
Dissociation Constants	8.1pKa = 8.1
Collision Cross Section	183.7 Å² [M+H]+ [CCS Type: TWMethod: Major Mix IMS/Tof Calibration Kit (Waters)]
Other Experimental Properties	Minute crystalsSolubility in water: less than 0.1% at 20 °Cslightly soluble in methanol, ethanolpractically insoluble in ether, benzene, chloroformMP: 228 °C /Prochlorperazine dimaleate/White to very light yellow crystalline powder1 g is soluble in about 2 mL water, in about 1500 mL alcoholinsoluble in ether, chloroformodorlesssolutions are acidic to litmus /Edisylate/White or pale yellow crystalline powderalmost completely odorlesssaturated solution is acidic to litmuspractically insoluble in water and ethanolslightly soluble in warm chloroform /Dimaleate/
Siedepunkt	260-275 °C(Press: 2 Torr)
Dichte	1.1679 (rough estimate)
Brechungsindex	1.6000 (estimate)
Lagerbedingungen	Refrigerator
pKa (Säurekonstante)	pKa 8.1(H2O,t =24±1,I undefined) (Uncertain)
Aggregatzustand	Solid
Farbe	White to Yellow
BCS Class	2
InChI	InChI=1S/C20H24ClN3S/c1-22-11-13-23(14-12-22)9-4-10-24-17-5-2-3-6-19(17)25-20-8-7-16(21)15-18(20)24/h2-3,5-8,15H,4,9-14H2,1H3
InChIKey	WIKYUJGCLQQFNW-UHFFFAOYSA-N
SMILES	C1=C2C(SC3=C(N2CCCN2CCN(C)CC2)C=CC=C3)=CC=C1Cl
CAS Datenbank	58-38-8(CAS DataBase Reference)
NIST chemische Informationen	Prochlorperazine(58-38-8)

Sicherheit & Vorschriften

GHS-Einstufung	WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P203, P260, P261, P263, P264, P270, P271, P280, P301+P317, P304+P340, P318, P319, P330, P403+P233, P405, and P501 (click each P-code to see the statement)The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Regulatorische Informationen	Hazard Traits - BioaccumulationEnvironmental Persistence
Weitere Sicherheitsinformationen	IMAP assessments - 10H-Phenothiazine, 2-chloro-10-[3-(4-methyl-1-piperazinyl)propyl]-: Human health tier I assessment
FDA-Anforderungen	The Approved Drug Products with Therapeutic Equivalence Evaluations List identifies currently marketed prescription drug products, including prochlorperazine, approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act.The Approved Drug Products with Therapeutic Equivalence Evaluations List identifies currently marketed prescription drug products, including prochlorperazine edisylate, approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act. /Prochlorperazine edisylate/The Approved Drug Products with Therapeutic Equivalence Evaluations List identifies currently marketed prescription drug products, including prochlorperazine maleate, approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act. /Prochlorperazine maleate/The Generic Animal Drug and Patent Restoration act requires that each sponsor of an approved animal drug must submit to the FDA certain information regarding patents held for the animal drug or its method of use. The Act requires that this information, as well as a list of all animal drug products approved for safety and effectiveness, be made available to the public. Prochlorperazine dimaleate is included on this list. /Prochlorperazine dimaleate/For more FDA Requirements (Complete) data for Prochlorperazine (9 total), please visit the HSDB record page.
Hazard Classes and Categories	Acute Tox. 4 (100%)
Skin, Eye, and Respiratory Irritations	May cause irritation /to the eyes, skin, and mucous membranes/. Avoid inhalation. Remove to fresh air. Avoid contact. Flush /eyes/ with copious quantities of water for at least 15 minutes. Avoid /skin/ contact. Flush with copious quantities of soap and water.

Anwendungen & Verwendung

Verwenden

Prochlorperazine is antiemetic, antipsychotic; used in treatment of vertigo.