(S)-1-(tert-Butylamino)-3-[(4-morpholino-1,2,5-thiadiazol-3-yl)oxy]propan-2-ol

Istalol · blocadren · (S)-Timolol · TIMOLOL · Oftensin · L-714503 · l-Timolol · (-)-S-Timolol

https://huagongshe.com/de/chemical/33624

Molekülstruktur von (S)-1-(tert-Butylamino)-3-[(4-morpholino-1,2,5-thiadiazol-3-yl)oxy]propan-2-ol

Identifikatoren & physikalische Daten

CAS No.	26839-75-8
Summenformel	C13H24N4O3S
Durchschnittliche Molmasse	316,42 g/mol
Monoisotopische Masse	316,15691163 g/mol
SMILES	CC(C)(C)NC[C@H](O)COc1nsnc1N1CCOCC1
InChIKey	BLJRIMJGRPQVNF-JTQLQIEISA-N
PubChem CID	33624
ChEMBL	CHEMBL499
ChEBI	CHEBI:9599
EC No.	248-032-6
DTXSID	DTXSID4023674
Lokaler Name	(S)-1-(tert-Butylamino)-3-[(4-morpholino-1,2,5-thiadiazol-3-yl)oxy]propan-2-ol

Chemische & physikalische Eigenschaften

XLogP	1,8
Polarare Oberfläche (TPSA)	108
H-Brücken-Donoren	2
H-Brücken-Akzeptoren	8
Frei drehbare Bindungen	7
Schwere Atome	21
Formalladung	0
Komplexität	310
Arzneimittel	Pharmaceuticals -> Listed in ZINC15
Löslichkeit	soluble in water
Human Drugs	Breast FeedingLactationMilk, HumanAntihypertensive AgentsAdrenergic Beta-AntagonistsAntiarrhythmicsAntiglaucoma AgentsFDA approved drugs -> Active ingredientPharmaceuticalsOphthalmological preparations > Miotics and antiglaucoma medicines
Siedepunkt	>100487.2±45.0 °C(Predicted)
Schmelzpunkt	202-20371.5-72.5 °C
Stability/Shelf Life	Solutions of timolol maleate are stable up to a pH of 12. In general, timolol ophthalmic solutions should be protected from light and stored in tight containers at 15-30 °C and protected from freezing. ... Timolol gel-forming ophthalmic solution should be stored at 15-25 °C. /Timolol Maleate/Timolol maleate tablets should be stored in well closed, light resistant containers at a temperature less than 40 °C, preferably between 15-30 °C. /Timolol maleate/
Dissociation Constants	9.538.89.2pKa = 9.21
Collision Cross Section	176.5 Å² [M+H]+ [CCS Type: DTBuffer gas: N2Ionization: ESI+Dataset: TOXCASTSource Identifier: DTXSID3047504]170.43 Å² [M+Na]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]
Other Experimental Properties	White crystals from ethanolmp: 201.5-202.5 °Cspecific optical rotation: -12.0 deg at 24 °C/405 (concentration by volume = 5 g in 1 N hydrogen chloride)specific optical rotation: 4.2 deg at 25 °C/Dmaximum absorption (O.1 N hydrogen chloride): 294 nm (A = 200, 1%, 1 cm)sol in water, ethanol, methanolsparingly sol in chloroformvery slightly sol in cyclohexanepractically insol in isooctane, etherstable in soln up to pH 12. /Timolol maleate/White, odorless, crystalline powder. Slightly soluble in waterfreely soluble in ethanol /Timolol hemihydrate/
Dichte	1.224±0.06 g/cm3(Predicted)
pKa (Säurekonstante)	pKa ~9.2(H2O t = 25.0) (Uncertain)
Henry-Konstante	2.3×1011 mol/(m3Pa) at 25℃, HSDB (2015)
CAS Datenbank	26839-75-8(CAS DataBase Reference)
EPA chemische Informationen	2-Propanol, 1-[(1,1-dimethylethyl)amino]-3-[[4-(4-morpholinyl)-1,2,5-thiadiazol-3-yl]oxy]-, (2S)- (26839-75-8)

Sicherheit & Vorschriften

GHS-Einstufung	DangerH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P203, P260, P263, P264, P270, P280, P301+P317, P318, P330, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 3 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Regulatorische Informationen	Status: Active Update: 24-11-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/34327
Weitere Sicherheitsinformationen	IMAP assessments - 2-Propanol, 1-[(1,1-dimethylethyl)amino]-3-[[4-(4-morpholinyl)-1,2,5-thiadiazol-3-yl]oxy]-, (S)-: Environment tier I assessment
FDA-Anforderungen	The Approved Drug Products with Therapeutic Equivalence Evaluations List identifies currently marketed prescription drug products, incl timolol and timolol maleate, approved on the basis of safety and effectiveness by FDA under sections 505 and 507 of the Federal Food, Drug, and Cosmetic Act. /Timolol and timolol maleate/Manufacturers, packers, and distributors of drug and drug products for human use are responsible for complying with the labeling, certification, and usage requirements as prescribed by the Federal Food, Drug, and Cosmetic Act, as amended (secs 201-902, 52 Stat. 1040 et seq., as amended21 U.S.C. 321-392).
Special Reports	Fraunfelder FTOcular Beta-blockers and Systemic Effects. Arch Intern Med 146 (Jun): 1073-74 (1986). The physiological and metabolic systems which contribute to the systemic side effects of timolol maleate when given as ophthalmic drops were described and discussed. The specific reactions ascribed to this medication were also listed. /Timolol maleate/Jackson CD, Fishbein LA Toxicological Review of Beta-adrenergic Blockers. Fundam Appl Toxicol 6 (3): 395-422 (1986). The use of various beta-adrenergic blockers has become extensive as they have been found to be efficacious in the treatment of a number of cardiovascular problems including cardiac arrhythmias, angina pectoris, and hypertension. The widespread and chronic use of these drugs has generated a concern for their potential chronic toxicity. Eighteen beta-adrenergic blockers have been reviewed and the available literature pertaining to their potential carcinogenicity, mutagenicity, and teratogenicity has been summarized and compared.

Anwendungen & Verwendung

Verwenden

Timolol is a β-adrenergic blocker most commonly used to treat raised blood pressure; used to treat angina (pain from inadequate oxygen supply to the heart muscle); treatment of so me disturbances of heart rhythm; used to prevent migraine headaches; drops treat some types of glaucoma (raised pressure within the eye).