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R-(-)-5-(2-Amino-propyl)-2-methoxy-benzenesulfonamide
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Name

R-(-)-5-(2-Amino-propyl)-2-methoxy-benzenesulfonamide

 EINECS 601-159-4
CAS No. 112101-81-2 Density 1.248 g/cm3
PSA 98.00000 LogP 2.04700
Solubility N/A Melting Point 276-278oC
Formula C10H16N2O3S Boiling Point 445.507 °C at 760 mmHg
Molecular Weight 244.315 Flash Point 223.235 °C
Transport Information N/A Appearance White Crystaline Powder
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 112101-81-2 (R-(-)-5-(2-Amino-propyl)-2-methoxy-benzenesulfonamide) Hazard Symbols N/A
Synonyms

Benzenesulfonamide,5-(2-aminopropyl)-2-methoxy-, (R)-;(R)-(-)-5-(2-Aminopropyl)-2-methoxybenzenesulfonamide;(R)-5-(2-Aminopropyl)-2-methoxybenzenesulfonamide;R-(-)-5-(2-Amino-propyl)-2-methoxy-benzenesulfonamide;

Article Data 14

R-(-)-5-(2-Amino-propyl)-2-methoxy-benzenesulfonamide Synthetic route

842130-16-9

(R)-2-(N-(trifluoroacetyl)arnino)-1-(4'-methoxy-3'-sulphamoyl)-phenylpropane

112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

Conditions
ConditionsYield
With water; potassium carbonate In methanol for 8h; Heating / reflux;89%
957777-99-0

(4R,5S)-5-(4-methoxy-3-sulfamoylphenyl)-4-methyloxazolidin-2-one

112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol at 20℃; for 1h; atmospheric pressure;87%
906338-31-6

C10H16N2O3S*C10H16O4S

112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

Conditions
ConditionsYield
With ammonia In water at 0 - 25℃; for 1h; pH=9.89 - 10.18; Product distribution / selectivity;82.06%

(R)-5-(2-aminopropyl)-2-methoxybenzenesulfonamide hydrochloride

112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

Conditions
ConditionsYield
With potassium carbonate In water Product distribution / selectivity;82%
112101-74-3

(R)-N-[1-(4-methoxy-3-sulfamoylphenylpropan-2-yl)]acetamide

112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

Conditions
ConditionsYield
Stage #1: (R)-N-[1-(4-methoxy-3-sulfamoylphenylpropan-2-yl)]acetamide With hydrogenchloride; water for 16 - 18h; Heating / reflux;
Stage #2: With sodium carbonate In water for 0.5h; pH=~ 10; Product distribution / selectivity;		80%
Stage #1: (R)-N-[1-(4-methoxy-3-sulfamoylphenylpropan-2-yl)]acetamide With hydrogenchloride; water for 18h; Heating / reflux;
Stage #2: With potassium carbonate In water Product distribution / selectivity;		80%
116091-64-6

5-[[(2R)-2-[(1R)-N-(1-methylbenzyl)]amino]propyl]-2-methoxybenzenesulfonamide hydrochloride

112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

Conditions
ConditionsYield
Stage #1: 5-[[(2R)-2-[(1R)-N-(1-methylbenzyl)]amino]propyl]-2-methoxybensulfonamide hydrochloride; pyrographite In methanol at 20℃; for 0.5h;
Stage #2: With hydrogen; palladium 10% on activated carbon In methanol at 60 - 65℃; under 2942.29 - 3677.86 Torr;
Stage #3: With ammonia In water		80%
937018-25-2

(R)-5-(2-azidopropyl)-2-methoxybenzenesulfonamide

112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethanol at 20℃; for 1h;
937018-24-1

(S)-5-(2-hydroxypropyl)-2-methoxybenzenesulfonamide

112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 88 percent / pyridine / 2 h / 20 °C
2: 63 percent / sodium azide / dimethylformamide / 2 h / 40 °C
3: H2 / Pd/C / ethanol / 1 h / 20 °C
View Scheme
937018-23-0

(S)-1-(4-methoxy-3-sulfamoylphenyl)propan-2-yl acetate

112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 91 percent / KOH / methanol
2: 88 percent / pyridine / 2 h / 20 °C
3: 63 percent / sodium azide / dimethylformamide / 2 h / 40 °C
4: H2 / Pd/C / ethanol / 1 h / 20 °C
View Scheme
937018-21-8

(S)-1-(3-(chlorosulfonyl)-4-methoxyphenyl)propan-2-yl acetate

112101-81-2

5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 79 percent / aq. ammonia / tetrahydrofuran / 1 h / 20 °C
2: 91 percent / KOH / methanol
3: 88 percent / pyridine / 2 h / 20 °C
4: 63 percent / sodium azide / dimethylformamide / 2 h / 40 °C
5: H2 / Pd/C / ethanol / 1 h / 20 °C
View Scheme

R-(-)-5-(2-Amino-propyl)-2-methoxy-benzenesulfonamide Specification

The CAS register number of R-(-)-5-(2-Amino-propyl)-2-methoxy-benzenesulfonamide is 112101-81-2. It also can be called as R-(-)-5-(2-Amino-propyl)-2-methoxy-benzenesulfonamide and the systematic name about this chemical is 5-[(2S)-2-aminopropyl]-2-methoxybenzenesulfonamide. The molecular formula about this chemical is C10H16N2O3S and the molecular weight is 244.31. It belongs to the Tamsulosin.

Physical properties about R-(-)-5-(2-Amino-propyl)-2-methoxy-benzenesulfonamide are: (1)(1)ACD/LogP: -0.26; (2)ACD/LogD (pH 5.5): -3; (3)ACD/LogD (pH 7.4): -2; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 5; (9)#H bond donors: 4; (10)#Freely Rotating Bonds: 5; (11)Polar Surface Area: 103.79Å2; (12)Index of Refraction: 1.557; (13)Molar Refractivity: 63.043 cm3; (14)Molar Volume: 195.762 cm3; (15)Polarizability: 24.992x10-24cm3; (16)Surface Tension: 48.927 dyne/cm; (17)Enthalpy of Vaporization: 70.351 kJ/mol; (18)Boiling Point: 445.507 °C at 760 mmHg.

You can still convert the following datas into molecular structure:
(1)SMILES: O=S(=O)(c1cc(ccc1OC)C[C@@H](N)C)N
(2)InChI: InChI=1/C10H16N2O3S/c1-7(11)5-8-3-4-9(15-2)10(6-8)16(12,13)14/h3-4,6-7H,5,11H2,1-2H3,(H2,12,13,14)/t7-/m0/s1
(3)InChIKey: IORITYIZDHJCGT-ZETCQYMHBG
(4)Std. InChI: InChI=1S/C10H16N2O3S/c1-7(11)5-8-3-4-9(15-2)10(6-8)16(12,13)14/h3-4,6-7H,5,11H2,1-2H3,(H2,12,13,14)/t7-/m0/s1
(5)Std. InChIKey: IORITYIZDHJCGT-ZETCQYMHSA-N

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