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MOPSO

MOPSO structure

CAS No:
68399-77-9
Formula:
C7H15NO5S
Chemical Name:
MOPSO
Synonyms:
4-Morpholinepropanesulfonic acid,β-hydroxy-;β-Hydroxy-4-morpholinepropanesulfonic acid;3-(N-Morpholino)-2-hydroxypropanesulfonic acid;MOPSO;(±)-2-Hydroxy-3-morpholinopropanesulfonic acid;3-Morpholino-2-hydroxypropanesulfonic acid;3-(N-Morpholinyl)-2-hydroxypropanesulfonic acid;2-Hydroxy-3-morpholin-4-ylpropane-1-sulfonic acid;2-Hydroxy-3-morpholinopropanesulfonic acid;2-Hydroxy-3-morpholin-4-yl-propane-1-sulfonic acid;2-Hydroxy-3-(morpholin-4-yl)propane-1-sulfonic acid;165552-32-9
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

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Description

white crystalline powder

MOPSO Basic Attributes

Molecular Weight：

225.26

Exact Mass：

225.26

EC Number：

269-989-6

HScode：

29349990

Characteristics

PSA：

95.4

XLogP3：

-4.1

Appearance：

White crystalline

Density：

1.4±0.1 g/cm3

Melting Point：

275-280 °C (dec.)

Refractive Index：

1.540

Water Solubility：

Water solubility under desired conditions ca.112,6 g/L at 20°C.

Storage Conditions：

Store at RT.

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

R36/37/38

safety instructions：

S26-S36-S37/39

Marks：

Xi:Irritant;

Stability/Shelf Life：

Stable under normal temperatures and pressures.

Precautionary statement(s)：

P261-P305 + P351 + P338

Hazard Statements：

H315-H319-H335

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 94 companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH Entry Terms：

3-morpholino-2-hydroxypropanesulfonic acid

MOPSO Use and Manufacturing

Methods of Manufacturing

Examples of the Good's buffer include, but are not limited to, ...2-morpholinoethanesulfonic acid (MES), N-(2-acetamide) iminodiacetic acid (ADA), piperazine-N, N'-bis(2-ethanesulfonic acid) (PIPES), N-(2-acetamide)-2-aminoethanesulfonic acid (ACES), 3-morpholino-2-hydroxypropanesulfonic acid (MOPSO), 3-morpholinopropanesulfonic acid (MOPS), N-[tris(hydroxymethyl)methyl]-2-aminoethanesulfonic acid (TES), 2-[4-(2-hydroxyethyl)-1-piperazinyl]ethanesulfonic acid (HEPES), ...(1) dehydration cyclization Diethanolamine was added to the reaction kettle, the first diethanolamine temperature rose to 55 , And then add concentrated sulfuric acid, dropping concentrated sulfuric acid when the reactor temperature to be controlled at 57.5 , After the dropwise addition, the temperature was raised to 200 to 240 C, And add sulfuric acid and catalyst:Ni, Cu and MoO3, the mass ratio of Ni, Cu and MoO3 is 1: 3: 4 stirring reaction 750min; (3) filtration, distillationThe neutralized reaction solution was cooled to room temperature and then filtered to remove sodium sulfate. A 1.5% solution of 45% sodium hydroxide was added and the filtrate was mixed and subjected to distillation to collect the fraction. The temperature of the control columnAt 132 C and 162 C; (4) synthesisThe ratio of morpholine to sodium 2-hydroxypropanesulfonate was 1: 1.2, stirred and heated under reflux for 3.5 h. (5) chromatographyThe reaction solution was cooled to room temperature and subjected to sodium ion exchange resin chromatography using 100 g of a strongly acidic styrene cation exchange resin; (6)Eluted with 5% aqueous ammonia, concentrated in vacuo, adjusted to pH = 5.0 with glacial acetic acid, diluted with 10 volumes of ethanol, precipitated as a white solid, filtered, washed with ethanol and dried in vacuo.EXAMPLE 6 3-(N-morpholino)-2-hydroxypropyl sulfonic acid A mixture of 174.24 gms (2 moles) of morpholine, 300 cc. of water and 196.5 gms (1 mole) of sodium-3-chloro-2-hydroxypropyl sulfonate is charged to a 1-liter, 2-neck flask equipped with stirrer and condenser. The suspension is stirred vigorously and refluxed for 3 hours. After cooling to about 25° C., the solution is passed through a column of Dowex 50 in order to remove sodium cations and form the free acid. The elude from the column, containing the product, is evaporated to a thick oil under vacuum. Upon diluting with alcohol, the product, in the form of a zwitterion, crystallizes readily. The product is filtered, washed with alcohol and dried. The yield is 160 gms of a white material melting at 280° C. with decomposition. Analysis of the product indicates a carbon content of 37.38percent, a hydrogen content of 6.74percent, and a nitrogen content of 6.24percent. The calculated values are carbon, 37.3percent; hydrogen, 6.7percent; and nitrogen, 6.2percent. The pKa of this product at 20° C. is 6.95.

Manufacturing Info：

4-Morpholinepropanesulfonic acid, .beta.-hydroxy-: ACTIVE

Computed Properties

Molecular Weight:225.27
XLogP3:-4.1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:4
Exact Mass:225.06709375
Monoisotopic Mass:225.06709375
Topological Polar Surface Area:95.4
Heavy Atom Count:14
Complexity:254
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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