[ CAS No. 636-73-7 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}

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Quality Control of [ 636-73-7 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 636-73-7 ]

SDS Specification

Alternatived Products of [ 636-73-7 ]

Product Details of [ 636-73-7 ]

CAS No. :	636-73-7	MDL No. :	MFCD00006381
Formula :	C₅H₅NO₃S	Boiling Point :	-
Linear Structure Formula :	(C₅H₄N)S(O)₂OH	InChI Key :	DVECLMOWYVDJRM-UHFFFAOYSA-N
M.W :	159.16	Pubchem ID :	69468
Synonyms :		Chemical Name :	Pyridine-3-sulfonic acid

Calculated chemistry of [ 636-73-7 ] Expand+

Physicochemical Properties

Num. heavy atoms :	10
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.0
Num. rotatable bonds :	1
Num. H-bond acceptors :	4.0
Num. H-bond donors :	1.0
Molar Refractivity :	34.1
TPSA :	75.64 ?2

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-7.49 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.17
Log Po/w (XLOGP3) :	-0.31
Log Po/w (WLOGP) :	1.41
Log Po/w (MLOGP) :	-0.53
Log Po/w (SILICOS-IT) :	-0.21
Consensus Log Po/w :	0.11

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.56

Water Solubility

Log S (ESOL) :	-1.01
Solubility :	15.6 mg/ml ; 0.0978 mol/l
Class :	Very soluble
Log S (Ali) :	-0.82
Solubility :	24.2 mg/ml ; 0.152 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-1.36
Solubility :	6.9 mg/ml ; 0.0434 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.85

Safety of [ 636-73-7 ]

Signal Word:	Danger	Class:	8
Precautionary Statements:	P501-P260-P234-P264-P280-P390-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P406-P405	UN#:	3261
Hazard Statements:	H314-H290	Packing Group:	Ⅲ
GHS Pictogram:

Application In Synthesis of [ 636-73-7 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 636-73-7 ]
Downstream synthetic route of [ 636-73-7 ]

[ 636-73-7 ] Synthesis Path-Upstream 1~1

1
[ 636-73-7 ]
[ 1083326-26-4 ]

Reference： [1] Patent: WO2011/28741, 2011, A1,
[2] Journal of Medicinal Chemistry, 2017, vol. 60, # 9, p. 3795 - 3803

[ 636-73-7 ] Synthesis Path-Downstream 1~5

1
[ 636-73-7 ]
[ 42899-76-3 ]

Yield	Reaction Conditions	Operation in experiment
83%		Intermediate 23; Pyridine-3-sulfonyl chloride hydrochloride; Pyridine-3 -sulfonic acid (3.00 g, 18.8 mmol) and PCl5 (4.79 g, 23.0 mmol) were mixed in POCI3 (6 mL). The reaction was stirred and refiuxed at 120 °C over night (15 h). Cooled to rt., diluted with CHCl3 (20 mL) and saturated with HCl (g). This gave a white precipitation, which was filtered off, washed with CHCl3 and dried under reduced pressure to give the title compound (3.36 g, 83percent) as a white powder.
81%		Reference Example 29 pyridin-3-ylsulfonyl chloride hydrochloride; A mixture of 3-pyridinesulfonic acid (50.0 g), phosphorus pentachloride (80.0 g) and phosphorus oxychloride (100 mL) was stirred at 120° C. for 8 hr. Under a nitrogen atmosphere, the mixture was cooled to room temperature, and chloroform (dehydrated, 330 mL) was added. Hydrogen chloride was blown in, and the precipitated crystals were collected by filtration and washed with chloroform (dehydrated) to give the title compound as a white solid (yield 54.7 g, 81percent). 1H-NMR (DMSO-d6) delta: 8.03-8.07 (1H, m), 8.68 (1H, d, J=8.1 Hz), 8.87 (1H, d, J=5.7 Hz), 9.01 (1H, s).
81%	With phosphorus pentachloride; trichlorophosphate; In chloroform; at 120℃; for 8h;	Reference Example 132 Pyridin-3-ylsulfonyl chloride hydrochloride A mixture of 3-pyridinesulfonic acid (50.0 g), phosphorus pentachloride (80.0 g) and phosphorus oxychloride (100 mL) was stirred at 120°C for 8 hr. Under a nitrogen atmosphere, the mixture was cooled to room temperature, and chloroform (dehydrated, 330 mL) was added. Hydrogen chloride was blown in, and the precipitated crystals were collected by filtration and washed with chloroform (dehydrated) to give the title compound as a white solid (yield 54.7 g, 81percent). 1H-NMR (DMSO-d6)delta: 8.03-8.07 (1H, m), 8.68 (1H, d, J=8.1 Hz), 8.87 (1H, d, J=5.7 Hz), 9.01 (1H, s).

	With phosphorus pentachloride;	EXAMPLE XIII Pyridine-3-sulphonic Acid Chloride Hydrochloride 1 g (6.3 mmol) of pyridine-3-sulphonic acid and 1.4 g (6.7 mmol) of phosphorus pentachloride are stirred for 2 hours at 150° C. After cooling, excess phosphorus pentachloride is eliminated in vacuo. The crude product is further reacted immediately. Yield: 1.2 g (91percent of theory).
	With phosphorus pentachloride; In chloroform;	EXAMPLE 9 N-[6-[4-(3-pyridinylsulfonylamino)phenyl]-1,2-dihydro-2-oxonicotinoyl]ampicillin A mixture of 34.0 g (0.21 mol) of 3-pyridinesulfonic acid and 47 g (0.24 mol) of phosphorus pentachloride is heated on the steam bath for 2 hrs and the phosphorus oxychloride is removed at reduced pressure to give an oil which crystallize upon addition of chloroform. The solid is filtered, washed with chloroform, and dried under high vacuum to give 38.2 g of 3-pyridinesulfonyl chloride hydrochloride.
	With phosphorus pentachloride; trichlorophosphate; In chloroform;	Reference Example 132 Pyridin-3-ylsulfonyl chloride hydrochloride A mixture of 3-pyridinesulfonic acid (50.0 g), phosphorus pentachloride (80.0 g) and phosphorus oxychloride (100 mL) was stirred at 120°C for 8 hr. Under a nitrogen atmosphere, the mixture was cooled to room temperature, and chloroform (dehydrated, 330 mL) was added. Hydrogen chloride was blown in, and the precipitated crystals were collected by filtration and washed with chloroform (dehydrated) to give the title compound as a white solid (yield 54.7 g, 81percent). 1H-NMR (DMSO-d6)delta: 8.03-8.07 (1H, m), 8.68 (1H, d, J=8.1 Hz), 8.87 (1H, d, J=5.7 Hz), 9.01 (1H, s).
	With phosphorus pentachloride; trichlorophosphate; at 130℃; for 3.5h;	Preparation 27; A mixture of 3-pyridinesulfonic acid (10.0 g), phosphorous pentachloride (13.1 g) and phosphoryl chloride (10.0 ml) was stirred at 1300C for 3.5 hours. The solution was evaporated and diluted with acetone. The solution was evaporated and poured into water (200 ml) and EPO <DP n="71"/>isopropyl ether (400 ml). The organic layer was separated, washed with brine twice, saturated sodium bicarbonate aqueous solution and brine and dried over magnesium sulfate. The solution was evaporated, covered with hexane (20 ml) and added hydrogen chloride in ethyl acetate (4N, 20 ml) dropwise with stirring. The resulting solid was collected by filtration and dried to give 3- pyridinesulfonyl chloride hydrochloride (9.49 g) .NMR (200 MHz, DMSO-d6, delta) : 8.12 (IH, dd, J=5, 8Hz), 8.72 (IH, dd, J=I.8, 3Hz), 8.95 (IH, d, J=5.5Hz),8.99 (IH, d, J=IHz), 14.25 (IH, br s)

Reference： [1]Advanced Synthesis and Catalysis,2004,vol. 346,p. 925 - 928
[2]Patent: WO2008/3703,2008,A1 .Location in patent: Page/Page column 82
[3]Patent: US2007/60623,2007,A1 .Location in patent: Page/Page column 24
[4]Patent: WO2006/36024,2006,A1 .Location in patent: Page/Page column 160
[5]Patent: EP2336107,2015,B1 .Location in patent: Paragraph 0306
[6]Phosphorus and Sulfur and the Related Elements,1980,vol. 8,p. 189 - 196
[7]Journal of Medicinal Chemistry,1989,vol. 32,p. 2436 - 2442
[8]Patent: US2003/69299,2003,A1
[9]Patent: US4315014,1982,A
[10]Patent: EP1803709,2007,A1
[11]Patent: WO2006/33446,2006,A1 .Location in patent: Page/Page column 68-69

2
[ 636-73-7 ]
[ 10026-13-8 ]
[ 42899-76-3 ]

Yield	Reaction Conditions	Operation in experiment
	With trichlorophosphate;	PREPARATION 1 Pyridine-3-sulfonyl chloride hydrochloride A mixture of pyridine-3-sulfonic acid (15.0 g), phosphorous pentachloride (24.0 g) and phosphorous oxychloride (30 mL) was heated to 120° C. for 16 h. The reaction was cooled to room temperature, and the resulting suspension was saturated with HCl (g). A white precipitate was collected, washed with CHCl3, and dried in vacuo to afford the title compound (15.6 g). 1 H NMR (400 MHz, DMSO) delta 8.98 (s, 1H), 8.85 (d, 1H), 8.66 (d, 1H), 8.02 (t, 1H).

Reference： [1]Patent: US6124314,2000,A

3
[ 636-73-7 ]
[ 2645-22-9 ]
[ 7732-18-5 ]
[ 743369-26-8 ]
Zn(4,4'-dipyridyldisulfide)2(H₂O)2(pyridine-3-sulfonate)2 [ No CAS ]

Reference： [1]Polyhedron,2012,vol. 31,p. 118 - 127

4
[ 636-73-7 ]
[ 2645-22-9 ]
Cu(II)(fumarate)2(H₂O)2 [ No CAS ]
[ 7732-18-5 ]
Cu(4,4'-dipyridyldisulfide)2(H₂O)2(fumatate)2*4H₂O [ No CAS ]

Reference： [1]Polyhedron,2012,vol. 31,p. 118 - 127

5
[ 636-73-7 ]
[ 2645-22-9 ]
[ 6046-93-1 ]
Cu(4,4'-dipyridyldisulfide)2(H₂O)2(pyridine-3-sulfonate)2 [ No CAS ]

Reference： [1]Polyhedron,2012,vol. 31,p. 118 - 127

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[ CAS No. 636-73-7 ] {[proInfo.proName]}

Quality Control of [ 636-73-7 ]

Related Doc. of [ 636-73-7 ]

Product Details of [ 636-73-7 ]

Calculated chemistry of [ 636-73-7 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 636-73-7 ]

Application In Synthesis of [ 636-73-7 ]

[ 636-73-7 ] Synthesis Path-Upstream 1~1

[ 636-73-7 ] Synthesis Path-Downstream 1~5

Technical Information

Related Functional Groups of [ 636-73-7 ]

Sulfonic Acids

Related Parent Nucleus of [ 636-73-7 ]

Pyridines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 636-73-7 ]

Related Parent Nucleus of
[ 636-73-7 ]