2580-77-0|2,2'-Sulfonyldiethanol| Ambeed

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Quality Control of [ 2580-77-0 ] Purity: 65% in water SDS Specification

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Product Details of [ 2580-77-0 ]

CAS No. :	2580-77-0
Formula :	C₄H₁₀O₄S
M.W :	154.18
SMILES Code :	O=S(CCO)(CCO)=O
MDL No. :	MFCD00002907
InChI Key :	QQLILYBIARWEIF-UHFFFAOYSA-N
Pubchem ID :	92933

Safety of [ 2580-77-0 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

Computational Chemistry of [ 2580-77-0 ] Show Less

Physicochemical Properties

Num. heavy atoms	9
Num. arom. heavy atoms	0
Fraction Csp3	1.0
Num. rotatable bonds	4
Num. H-bond acceptors	4.0
Num. H-bond donors	2.0
Molar Refractivity	32.63
TPSA ? Topological Polar Surface Area: Calculated from Ertl P. et al. 2000 J. Med. Chem.	82.98 Å²

Lipophilicity

Log P_o/w (iLOGP)? iLOGP: in-house physics-based method implemented from Daina A et al. 2014 J. Chem. Inf. Model.	0.63
Log P_o/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry	-1.77
Log P_o/w (WLOGP)? WLOGP: Atomistic method implemented from Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.	-0.53
Log P_o/w (MLOGP)? MLOGP: Topological method implemented from Moriguchi I. et al. 1992 Chem. Pharm. Bull. Moriguchi I. et al. 1994 Chem. Pharm. Bull. Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.	-1.35
Log P_o/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com	-0.73
Consensus Log P_o/w? Consensus Log P_o/w: Average of all five predictions	-0.75

Water Solubility

Log S (ESOL):? ESOL: Topological method implemented from Delaney JS. 2004 J. Chem. Inf. Model.	0.58
Solubility	590.0 mg/ml ; 3.83 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Highly soluble
Log S (Ali)? Ali: Topological method implemented from Ali J. et al. 2012 J. Chem. Inf. Model.	0.54
Solubility	538.0 mg/ml ; 3.49 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Highly soluble
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com	-0.26
Solubility	84.9 mg/ml ; 0.551 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Soluble

Pharmacokinetics

GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg	High
BBB permeant? BBB permeation: according to the yolk of the BOILED-Egg	No
P-gp substrate? P-glycoprotein substrate: SVM model built on 1033 molecules (training set) and tested on 415 molecules (test set) 10-fold CV: ACC=0.72 / AUC=0.77 External: ACC=0.88 / AUC=0.94	No
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) and tested on 3000 molecules (test set) 10-fold CV: ACC=0.83 / AUC=0.90 External: ACC=0.84 / AUC=0.91	No
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) and tested on 3000 molecules (test set) 10-fold CV: ACC=0.80 / AUC=0.86 External: ACC=0.80 / AUC=0.87	No
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) and tested on 2075 molecules (test set) 10-fold CV: ACC=0.78 / AUC=0.85 External: ACC=0.71 / AUC=0.81	No
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) and tested on 1068 molecules (test set) 10-fold CV: ACC=0.79 / AUC=0.85 External: ACC=0.81 / AUC=0.87	No
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) and tested on 2579 molecules (test set) 10-fold CV: ACC=0.77 / AUC=0.85 External: ACC=0.78 / AUC=0.86	No
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from Potts RO and Guy RH. 1992 Pharm. Res.	-8.5 cm/s

Druglikeness

Lipinski? Lipinski (Pfizer) filter: implemented from Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev. MW ≤ 500 MLOGP ≤ 4.15 N or O ≤ 10 NH or OH ≤ 5	0.0
Ghose? Ghose filter: implemented from Ghose AK. et al. 1999 J. Comb. Chem. 160 ≤ MW ≤ 480 -0.4 ≤ WLOGP ≤ 5.6 40 ≤ MR ≤ 130 20 ≤ atoms ≤ 70	None
Veber? Veber (GSK) filter: implemented from Veber DF. et al. 2002 J. Med. Chem. Rotatable bonds ≤ 10 TPSA ≤ 140	0.0
Egan? Egan (Pharmacia) filter: implemented from Egan WJ. et al. 2000 J. Med. Chem. WLOGP ≤ 5.88 TPSA ≤ 131.6	0.0
Muegge? Muegge (Bayer) filter: implemented from Muegge I. et al. 2001 J. Med. Chem. 200 ≤ MW ≤ 600 -2 ≤ XLOGP ≤ 5 TPSA ≤ 150 Num. rings ≤ 7 Num. carbon > 4 Num. heteroatoms > 1 Num. rotatable bonds ≤ 15 H-bond acc. ≤ 10 H-bond don. ≤ 5	2.0
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat implemented from Martin YC. 2005 J. Med. Chem.	0.55

Medicinal Chemistry

PAINS? Pan Assay Interference Structures: implemented from Baell JB. & Holloway GA. 2010 J. Med. Chem.	0.0 alert
Brenk? Structural Alert: implemented from Brenk R. et al. 2008 ChemMedChem	0.0 alert: heavy_metal
Leadlikeness? Leadlikeness: implemented from Teague SJ. 1999 Angew. Chem. Int. Ed. 250 ≤ MW ≤ 350 XLOGP ≤ 3.5 Num. rotatable bonds ≤ 7	No; 1 violation:MW<1.0
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties, trained on 12'782'590 molecules and tested on 40 external molecules (r² = 0.94)	2.46

Application In Synthesis of [ 2580-77-0 ]

* 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.

Downstream synthetic route of [ 2580-77-0 ]

[ 2580-77-0 ] Synthesis Path-Downstream 1~24

1
[ 93-59-4 ]
[ 111-48-8 ]
[ 64-17-5 ]
[ 67-66-3 ]
[ 2580-77-0 ]

References: [1]Journal fur praktische Chemie (Leipzig 1954),1930,vol. <2>127,p. 85.

2
[ 111-48-8 ]
[ 2580-77-0 ]

References: [1]Journal of Organic Chemistry,2004,vol. 69,p. 3586 - 3589.
[2]Journal of Organic Chemistry,1947,vol. 12,p. 243.
[3]Journal of the Chemical Society,1949,p. 2433,2440.
[4]Journal fur praktische Chemie (Leipzig 1954),1930,vol. <2>127,p. 85.
[5]Journal of the Chemical Society,1949,p. 2433,2440.

3
[ 3085-45-8 ]
[ 2580-77-0 ]

References: [1]Phosphorus, Sulfur and Silicon and the Related Elements,1992,vol. 71,p. 31 - 48.
[2]Journal of Organic Chemistry,1947,vol. 12,p. 243.
[3]Journal of the Chemical Society,1949,p. 2433,2440.
[4]Journal of the Chemical Society,1949,p. 2433,2440.
[5]Journal fur praktische Chemie (Leipzig 1954),1930,vol. <2>127,p. 85.
[6]Chemistry Letters,1997,p. 387 - 388.

4
[ 471-03-4 ]
[ 107-61-9 ]
[ 2580-77-0 ]

References: [1]Journal of the Chemical Society,1949,p. 2433,2440.

5
[ 471-03-4 ]
[ 2580-77-0 ]

References: [1]Journal of the Chemical Society,1923,vol. 123,p. 1740.

6
[ 2580-77-0 ]
furan-2,3,5(4H)-trione pyridine (1:1) [ No CAS ]
[ 107-61-9 ]

References: [1]Journal of the Chemical Society,1949,p. 2433,2440.

7
[ 2580-77-0 ]
[ 77-77-0 ]

References: [1]Journal of Organic Chemistry,1954,vol. 19,p. 1486,1488.

8
[ 2580-77-0 ]
[ 107-61-9 ]

References: [1]Journal of the Chemical Society,1949,p. 2433,2440.

9
[ 111-48-8 ]
[ 2580-77-0 ]
[ 87220-53-9 ]

References: [1]Chemistry Letters,1983,p. 1097 - 1100.

10
[ 2580-77-0 ]
[ 40615-36-9 ]
[ 108783-01-3 ]

References: [1]Journal of the American Chemical Society,2000,vol. 122,p. 5671 - 5677.
[2]Tetrahedron Letters,1986,vol. 27,p. 4705 - 4708.
[3]Russian Journal of Bioorganic Chemistry,2013,vol. 39,p. 138 - 152.
Bioorg. Khim.,2013,vol. 39,p. 159 - 174,16.

11
[ 2580-77-0 ]
[ 108-24-7 ]
[ 3763-72-2 ]

References: [1]Phosphorus, Sulfur and Silicon and the Related Elements,1992,vol. 71,p. 31 - 48.

12
[ 2580-77-0 ]
[ 176719-93-0 ]

References: [1]Journal of Chemical Research - Part S,1996,p. 158 - 159.

13
[ 111-48-8 ]
[ 7732-18-5 ]
[ 10028-15-6 ]
[ 2580-77-0 ]

References: [1]Journal of Organic Chemistry,1947,vol. 12,p. 243.

14
[ 111-48-8 ]
[ 7722-84-1 ]
[ 64-19-7 ]
[ 2580-77-0 ]

References: [1]Journal of the Chemical Society,1949,p. 2433,2440.

15
[ 111-48-8 ]
[ 7722-84-1 ]
[ 67-64-1 ]
[ 2580-77-0 ]

References: [1]Journal of the Chemical Society,1949,p. 2433,2440.

16
[ 2580-77-0 ]
Al₂O₃ [ No CAS ]
[ 77-77-0 ]
[ 107-61-9 ]

References: [1]Patent: US2474808,1947, .

18
[ 3085-45-8 ]
[ 7732-18-5 ]
potassium peroxo disulfate [ No CAS ]
[ 2580-77-0 ]

References: [1]Journal of the American Chemical Society,1953,vol. 75,p. 6170.
[2]Journal of the American Chemical Society,1953,vol. 75,p. 6170.

19
[ 471-03-4 ]
natrium carbonate [ No CAS ]
[ 107-61-9 ]
[ 2580-77-0 ]

References: [1]Journal of the Chemical Society,1949,p. 2433,2440.

20
[ 2580-77-0 ]
[ 7693-46-1 ]
[ 57772-67-5 ]

References: [1]Nucleosides, nucleotides and nucleic acids,2005,vol. 24,p. 211 - 226.
[2]Chemical Science,2018,vol. 9,p. 8388 - 8395.

21
[ 111-48-8 ]
[ 3085-45-8 ]
[ 2580-77-0 ]

References: [1]Journal of the American Chemical Society,2009,vol. 131,p. 9746 - 9755.

22
[ 77-77-0 ]
[ 2580-77-0 ]
[ 4271-48-1 ]

References: [1]Catalysis science and technology,2015,vol. 5,p. 5091 - 5094.

23
[ 2580-77-0 ]
[ 58-85-5 ]
C₁₄H₂₄N₂O₆S₂ [ No CAS ]

References: [1]ChemBioChem,2017,vol. 18,p. 1688 - 1691.

24
[ 2580-77-0 ]
[ 124-63-0 ]
C₆H₁₄O₈S₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
81.9%	With pyridine; In water; acetonitrile; at 0 - 20℃; for 0.5h;Large scale;	14.9 kg of a 62.6% SBE aqueous solution containing 9.3 kg of SBE was produced and concentrated under reduced pressure at 100 C. or less.25.9 kg of acetonitrile and 20.1 kg of pyridine were added to the concentrated residue and stirred. At 0 to 20 C., 16.6 kg of methanesulfonyl chloride was added dropwise, and the mixture was stirred at 0 to 20 C. for 30 minutes.46.5 kg of water was added dropwise at -2 to 5 C.The precipitated crystals were collected by filtration and washed with 18.6 kg of cold water. By drying the obtained wet crystals under reduced pressure at 60 C. or less, 15.3 kg of SBEM (yield 81.9%) was obtained.

References: [1]Patent: JP2018/70550,2018,A .Location in patent: Paragraph 0069; 0073.

Historical Records

Technical Information

• Appel Reaction • Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions • Chugaev Reaction • Corey-Kim Oxidation • Dess-Martin Oxidation • Heat of Combustion • Hydride Reductions • Jones Oxidation • Martin's Sulfurane Dehydrating Reagent • Mitsunobu Reaction • Moffatt Oxidation • Nucleophilicity of Sulfur Compounds • Oxidation of Alcohols by DMSO • Oxidation States of Sulfur Compounds • Preparation of Alcohols • Preparation of Amines • Preparation of Phosphorus and Sulfur Ylides • Ramberg-Bäcklund Reaction • Reactions of Alcohols • Reactions with Organometallic Reagents • Ritter Reaction • Sharpless Olefin Synthesis • Swern Oxidation

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[ 2580-77-0 ]

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H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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CAS No.: 2580-77-0

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