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(s)-3-[3-(tert-butylamino)-2-hydroxypropoxy]-4-morpholino-1,2,5-thiadiazole monomaleate

(S)-Timolol maleate

CAS: 26921-17-5

Molecular Formula: C17H28N4O7S

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(s)-3-[3-(tert-butylamino)-2-hydroxypropoxy]-4-morpholino-1,2,5-thiadiazole monomaleate - Names and Identifiers

Name (S)-Timolol maleate
Synonyms TIMOLOL MALEATE
(S)-TIMOLOL MALEATE
but-2-enedioic acid
(S)-Timolol maleate
TIMOLOL MALEATE SALT
TIMOLOL HYDROGENMALEATE
(2R)-1-(tert-butylamino)-3-[(4-morpholino-1,2,5-thiadiazol-3-yl)oxy]propan-2-ol
(s)-3-[3-(tert-butylamino)-2-hydroxypropoxy]-4-morpholino-1,2,5-thiadiazole monomaleate
S[-]-1-[T-BUTYLAMINO]-3-(4-MORPHOLINO-1,2,5-THIADIAZOL-3-YL)OXY]-2-PROPANOL MALEATE SALT
S-(-)-1-[T-BUTYLAMINO]-3-[(4-MORPHOLINO-1,2,5-THIADIAZOL-3-YL)OXY]-2-PROPANOL MALEATE SALT
(S)-[1-(1,1dimethylethyl)amino]-3-[[4-(4-morpholinyl)-1,2,5-thiadiazol-3-yl]oxy]-2-propanol maleate
(2S)-1-(tert-butylamino)-3-[(4-morpholin-4-yl-1,2,5-thiadiazol-3-yl)oxy]propan-2-ol (2Z)-but-2-enedioate (salt)
(2R)-1-(tert-butylamino)-3-[(4-morpholin-4-yl-1,2,5-thiadiazol-3-yl)oxy]propan-2-ol (2Z)-but-2-enedioate (salt)
CAS 26921-17-5
EINECS 248-111-5
InChI InChI=1/C13H24N4O3S.C4H4O4/c1-13(2,3)14-8-10(18)9-20-12-11(15-21-16-12)17-4-6-19-7-5-17;5-3(6)1-2-4(7)8/h10,14,18H,4-9H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;2-1+/t10-;/m1./s1
InChIKey WLRMANUAADYWEA-NWASOUNVSA-N

(s)-3-[3-(tert-butylamino)-2-hydroxypropoxy]-4-morpholino-1,2,5-thiadiazole monomaleate - Physico-chemical Properties

Molecular FormulaC17H28N4O7S
Molar Mass432.49
Melting Point202-203°C(lit.)
Boling Point704.6°C at 760 mmHg
Specific Rotation(α)24405 -12.0° (c = 5 in 1N HCl); D25 -4.2°
Flash Point380°C
Solubility H2O: soluble
Vapor Presure7.7E-21mmHg at 25°C
Appearancepowder
Colorwhite to off-white
Merck14,9444
Storage Condition2-8°C
In vitro studyTimolol Maleate is a beta-adrenergic receptor antagonist, similar in action to propranolol. The levorotatory isomer is more effective. Timolol is proposed as an antihypertensive, antiarrhythmic, antianginal and antiglaucoma agent. Like propranolol and Nadolol, timolol is a non-selective β-adrenergic receptor antagonist. In the human atrium, Timolol showed a higher affinity for β2-adrenaline than for β1-adrenaline. Timolol has no intrinsic sympathomimetic, direct myocardial suppressant, or local anesthetic (membrane stabilizing) activity, but has a high degree of lipid solubility. Timolol, used for external application to the eye, has the effect of reducing elevated and normal intraocular pressure, with or without glaucoma. Elevated intraocular pressure is a major risk factor for the pathogenesis of glaucomatous visual field defects and optic nerve damage. Like propranolol and Nadolol, timolol binds competitively with adrenergic neurotransmitters such as catecholamines to β1 adrenergic receptors in the heart and β2 adrenergic receptors in bronchial and vascular smooth muscle. Β1 receptor blockade leads to a decrease in resting and exercising heart rate and cardiac output, a decrease in systolic and diastolic blood pressure, and, possibly, a decrease in reflex orthostatic hypotension. Β2 blockade leads to increased peripheral vascular resistance. The exact mechanism by which intraocular pressure is reduced by timolol remains unclear. The most likely mechanism is by reducing the secretion of aqueous humor.
In vivo study There are reports that indicate lower biological activity of (R)-isomer compared to (S)-isomer. Namely, (R)-timolol is 49 times less potent than (S)-timolol on β-adrenoceptor in animals, 13 times less potent in constricting the airways of normal subjects.

(s)-3-[3-(tert-butylamino)-2-hydroxypropoxy]-4-morpholino-1,2,5-thiadiazole monomaleate - Risk and Safety

Risk CodesR22 - Harmful if swallowed
R63 - Possible risk of harm to the unborn child
R36/37/38 - Irritating to eyes, respiratory system and skin.
Safety DescriptionS36 - Wear suitable protective clothing.
S37/39 - Wear suitable gloves and eye/face protection
S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany3
RTECSUA8475000
HS Code29349990

(s)-3-[3-(tert-butylamino)-2-hydroxypropoxy]-4-morpholino-1,2,5-thiadiazole monomaleate - Reference Information

brief introduction (S)-timolol maleate is a new and powerful β receptor blocker, which has blocking effect on β1 and β2 receptors, with an action intensity 8 times that of propranolol, no membrane stabilization effect, no endogenous sympathomimetic activity, no direct inhibition of heart effect, and obvious intraocular pressure reduction effect. It is clinically used to treat hypertension, angina pectoris, tachycardia and glaucoma. It has a good effect on mild to moderate hypertension, no obvious adverse reactions, and can be combined with diuretics. Long-term medication for patients with myocardial infarction can reduce the incidence of re-infarction and mortality. It has a good effect on glaucoma, especially primary and open-angle glaucoma, which is better than traditional intraocular pressure lowering drugs.
biological activity Timolol Maleate (MK-950) is a non-selective β-adrenergic receptor antagonist that acts on β1/β2,Ki is 1.97 nM/2.0 nM.
TargetValue
β1-adrenergic receptor 1.97 nM(Ki)
β2-adrenergic receptor 2.0 nM(Ki)
Last Update：2024-04-09 19:05:07
(s)-3-[3-(tert-butylamino)-2-hydroxypropoxy]-4-morpholino-1,2,5-thiadiazole monomaleate
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Hubei YoungXin Pharmaceutical Tech Co.,Ltd.
Spot supply
Product Name: Timolol Maleate Visit Supplier Webpage Request for quotation
CAS: 26921-17-5
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052 Click to send a QQ message
Wechat: 15671228036
Hefei TNJ Chemical Industry Co.,Ltd.
Product Name: (S)-Timolol maleate Request for quotation
CAS: 26921-17-5
Tel: 0086-551-65418684
Email: sales@tnjchem.com
　　　　 info@tnjchem.com
Mobile: 0086 189 4982 3763
QQ: 2881500840 Click to send a QQ message
Wechat: 0086 189 4982 3763
WhatsApp: 0086 189 4982 3763
Product List: View Catalog
Shanghai Aocheng Biotechnology Co., Ltd.
Featured ProductsSpot supply
Product Name: (S)-Timolol maleate Request for quotation
CAS: 26921-17-5
Tel: +86 15000810423
Email: shengzhanhx@163.com
Mobile: 19512299079
QQ: 2260325220 Click to send a QQ message
Wechat: Castle8737
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(s)-3-[3-(tert-butylamino)-2-hydroxypropoxy]-4-morpholino-1,2,5-thiadiazole monomaleate
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