[ CAS No. 5344-27-4 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

2D 3D

Structure of 5344-27-4 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 5344-27-4 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 5344-27-4 ]

SDS Specification

Alternatived Products of [ 5344-27-4 ]

Product Details of [ 5344-27-4 ]

CAS No. :	5344-27-4	MDL No. :	MFCD00129038
Formula :	C₇H₉NO	Boiling Point :	No data available
Linear Structure Formula :	-	InChI Key :	DWPYQDGDWBKJQL-UHFFFAOYSA-N
M.W :	123.15	Pubchem ID :	72921
Synonyms :

Calculated chemistry of [ 5344-27-4 ] Expand+

Physicochemical Properties

Num. heavy atoms :	9
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.29
Num. rotatable bonds :	2
Num. H-bond acceptors :	2.0
Num. H-bond donors :	1.0
Molar Refractivity :	35.17
TPSA :	33.12 ?2

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.98 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.37
Log Po/w (XLOGP3) :	0.1
Log Po/w (WLOGP) :	0.62
Log Po/w (MLOGP) :	0.22
Log Po/w (SILICOS-IT) :	1.52
Consensus Log Po/w :	0.76

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-1.03
Solubility :	11.5 mg/ml ; 0.0938 mol/l
Class :	Very soluble
Log S (Ali) :	-0.35
Solubility :	54.9 mg/ml ; 0.446 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-2.21
Solubility :	0.752 mg/ml ; 0.00611 mol/l
Class :	Soluble

Medicinal Chemistry

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

Safety of [ 5344-27-4 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P261-P305+P351+P338	UN#:
Hazard Statements:	H227-H302-H315-H319-H335	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 5344-27-4 ]

* 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 [ 5344-27-4 ]
Downstream synthetic route of [ 5344-27-4 ]

[ 5344-27-4 ] Synthesis Path-Upstream 1~1

1
[ 5344-27-4 ]
[ 502509-10-6 ]

Reference： [1] Bioorganic and medicinal chemistry letters, 2002, vol. 12, # 22, p. 3329 - 3332
[2] European Journal of Medicinal Chemistry, 2019, p. 58 - 77

[ 5344-27-4 ] Synthesis Path-Downstream 1~12

1
[ 29800-89-3 ]
[ 5344-27-4 ]

Reference： [1]Chemische Berichte,1956,vol. 89,p. 2896,2901

2
[ 54401-85-3 ]
[ 5344-27-4 ]

Yield	Reaction Conditions	Operation in experiment
	In tetrahydrofuran; water;	A. 4-Pyridineethanol Fifteen grams (0.091 mol) of 4-pyridineacetic acid ethyl ester was dissolved in 180 ml of dry THF. The solution was transferred to a 1 l., 3-neck round bottom flask which had been flushed with nitrogen. To the mixture was added dropwise 55 ml of 1.0 M lithium aluminum hydride (0.055 mol) at approximately 0 C. The reaction mixture became yellow upon addition of the reducing agent. Following addition, the mixture was quenched with 2.1 ml of water at 0 C. followed by 2.1 ml of 15% by volume of sodium hydroxide and 6.3 ml of water. The mixture was allowed to stir at room temperature for approximately 4 hours and filtered through Celite. The filtrate was concentrated under vacuum to provide 6.38 g of 4-pyridineethanol. This material was used directly in the following reaction.

Reference： [1]Helvetica Chimica Acta,1982,vol. 65,p. 1868 - 1884
[2]Monatshefte fur Chemie,1957,vol. 88,p. 830,836
[3]Patent: US4968678,1990,A
[4]Organometallics,2013,vol. 32,p. 5581 - 5588
[5]Journal of Medicinal Chemistry,2017,vol. 60,p. 2573 - 2590

3
[ 824432-34-0 ]
[ 5344-27-4 ]
4-(2-Hydroxy-ethyl)-1-{8-[(S)-2-(4-isobutyl-phenyl)-propionyloxy]-octyl}-pyridinium; bromide [ No CAS ]

Reference： [1]Biochemical Pharmacology,2005,vol. 70,p. 381 - 393

4
[ 110-91-8 ]
[ 503469-25-8 ]
[ 5344-27-4 ]
2-morpholin-4-yl-7-[2-(1-oxy-pyridin-4-yl)-ethoxy]-chromen-4-one [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 7829 - 7846

5
[ 885702-32-9 ]
[ 5344-27-4 ]
[7-(2-pyridin-4-yl-ethyl)-7<i>H</i>-pyrrolo[2,3-<i>d</i>]pyrimidin-2-yl]-(3,4,5-trimethoxy-phenyl)-amine [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2006,vol. 16,p. 2173 - 2176

6
[ 5344-27-4 ]
[ 839713-94-9 ]
1-[3-(4-bromo-2 methyl-2H-pyrazol-3-yl)-4-(2-pyridin-4-yl-ethoxy)-phenyl]-3-(4-chloro-phenyl)-urea [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
44%		To a solution of 1-[3-(4-bromo-2-methyl-2H-pyrazol-3-yl)-4-hydroxy-phenyl]-3-(4-chloro-phenyl)-urea (0.1 g, 0.24 mmol), 4-(2-hydroxyethyl)-pyridine (0.0443 g, 0.36 mmol), and triphenylphosphine (0.0944 g, 0.36 mmol) in 10 mL of dry TBF was added diisopropylazo-dicarboxylate (0.0728 g, 0.36 mmol) at ambient temperature. The mixture was stirred for 2 hours. Next, additional triphenylphosphine (0.0944 g, 0.36 mmol), 4-(2-hydroxyethyl)-pyridine (0.0443 g, 0.36 mmol), and diisopropylazodicarboxylate were added and the reaction mixture further stirred at room temperature overnight. The solvent from the reaction mixture was evaporated and the crude residue was dissolved in 5.0 mL of DMSO and purified by RP-HPLC. The proper fractions were collected and concentrated to ? volume. The aqueous solution was neutralized with 1N NaOH and extracted with ethyl acetate (2×, 59 mL). The organic layer was dried with sodium sulfate, filtered and evaporated to dryness to afford 1-[3-(4-Bromo-2-methyl-2H-pyrazol-3-yl)-4-(2-pyridin-4-yl-ethoxy)-phenyl]-3-(4-chloro-phenyl)-urea as a brown solid in 44% yield. LCMS m/z (%)=526 (M+H 79Br, 100), 528 (M+H 81Br, 67). 1H NMR (DMSO-d6) delta: 9.33 (bs, 1H), 9.24 (bs, 1H), 8.39 (dd, J=4.44 and 1.48 Hz, 2H), 7.63 (d, J=7.28 Hz, 1H), 7.59 (s, 1H), 7.56 (dd, J=8.94 and 2.71 Hz, 2H), 7.48 (m, 1H), 7.34 (d, J=2.67, 1H), 7.31 (d, J=2.67, 1H), 7.28 (dd, J=6.88 and 4.87 Hz, 2H), 7.14 (d, J=9.05 Hz, 1H), 7.09 (d, J=5.93 Hz, 1H), 4.01-4.2 (m, 2H), 3.48 (s, 3H), 2.96-2.91 (m, 2H).

Reference： [1]Patent: US2007/207994,2007,A1 .Location in patent: Page/Page column 84

7
[ 5344-27-4 ]
[ 946619-79-0 ]
[ 946619-80-3 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 3845 - 3850

8
[ 5344-27-4 ]
[ 124-63-0 ]
[ 1009068-66-9 ]

Yield	Reaction Conditions	Operation in experiment
517 mg	With triethylamine; In tetrahydrofuran; at 0 - 20℃; for 1.5h;	0377-1 Triethylamine (1 mL) was added to a solution of 4-pyridineethanol (0.28 mL) in tetrahydrofuran (5.8 mL), and methanesulfonyl chloride (0.28 mL) was added thereto at 0 C., followed by stirring at room temperature for 1.5 hours. The insolubles were filtered off using celite, and the filter cake was washed with tetrahydrofuran. The filtrate and the washings were combined, and the solvent was distilled off under reduced pressure, thereby obtaining 2-(pyridin-4-yl)ethyl methanesulfonate (517 mg) as an orange solid. MS m/z (M+H): 202.
	With triethylamine; In tetrahydrofuran; at 0℃; for 3h;	To a stirred solution of 2-(pyridin-4-yl)ethan-1-ol (1 g, 8.13 mmol) in THF (30 mL) was added Et3N (1.7 mL, 12.1 mmol) and mesyl chloride (1.1 g, 9.75 mmol) at 0 C and stirred at same temperature for 3 h. The mixture was diluted with cold water (20 mL), adjusted pH to ?7 with saturated aqueous sodium bicarbonate solution and extracted the product with EtOAc (30 mL). The combined organic layer was dried, filtered and evaporated affording a yellow solid (1.1 g, crude). M/z 202.1 (M+H)+.

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2008,vol. 18,p. 355 - 359
[2]Journal of Medicinal Chemistry,2009,vol. 52,p. 5974 - 5989
[3]Patent: US2015/322063,2015,A1 .Location in patent: Paragraph 1847; 1848; 1849
[4]Journal of Medicinal Chemistry,2010,vol. 53,p. 295 - 315
[5]Patent: EP3628672,2020,A1 .Location in patent: Paragraph 0432-0432

9
[ 5344-27-4 ]
1-methyl-4-(2-chloroethyl)pyridinium iodide [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2004,vol. 69,p. 6121 - 6123

10
[ 5344-27-4 ]
(2S)-2-[5-[2-(2-azabicyclo[2.2.2]oct-2-yl)-1,1-dimethyl-2-oxoethyl]-2-(3,5-dimethylphenyl)-1H-indol-3-yl]-N-(2-pyridin-4-ylethyl)propan-1-amine [ No CAS ]

Reference： [1]Tetrahedron Asymmetry,2003,vol. 14,p. 3503 - 3515
[2]Tetrahedron Asymmetry,2003,vol. 14,p. 3503 - 3515

11
[ 5344-27-4 ]
[ 84200-06-6 ]

Reference： [1]Journal of Medicinal Chemistry,2003,vol. 46,p. 5458 - 5470

12
[ 5344-27-4 ]
[ 6318-43-0 ]

Reference： [1]Journal of Medicinal Chemistry,2003,vol. 46,p. 5458 - 5470

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Isomers

Technical Information

? Appel Reaction ? Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions ? Chugaev Reaction ? Corey-Kim Oxidation ? Dess-Martin Oxidation ? Hydride Reductions ? Jones Oxidation ? Martin's Sulfurane Dehydrating Reagent ? Mitsunobu Reaction ? Moffatt Oxidation ? Oxidation of Alcohols by DMSO ? Preparation of Alcohols ? Preparation of Amines ? Reactions of Alcohols ? Reactions with Organometallic Reagents ? Ritter Reaction ? Sharpless Olefin Synthesis ? Swern Oxidation

Historical Records

Related Functional Groups of
[ 5344-27-4 ]

Alcohols

[ 2629-72-3 ]

3-(Pyridin-4-yl)propan-1-ol

Similarity: 0.95

[ 5264-15-3 ]

4-(Pyridin-4-yl)butan-1-ol

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[ 6293-56-7 ]

2-(Pyridin-3-yl)ethanol

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[ 54656-96-1 ]

(S)-1-(Pyridin-4-yl)ethanol

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[ 27854-88-2 ]

(R)-1-(Pyridin-4-yl)ethanol

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Related Parent Nucleus of
[ 5344-27-4 ]

Pyridines

[ 2629-72-3 ]

3-(Pyridin-4-yl)propan-1-ol

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[ 5264-15-3 ]

4-(Pyridin-4-yl)butan-1-ol

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[ 6293-56-7 ]

2-(Pyridin-3-yl)ethanol

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[ 1815-99-2 ]

4-Decylpyridine

Similarity: 0.84

[ 27876-24-0 ]

4-Hexylpyridine

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Ghs Precautionary Statements

Precautionary Statements-General
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Prevention
Code	Phrase
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P220	Keep/Store away from clothing/combustible materials.
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P222	Do not allow contact with air.
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P234	Keep only in original container.
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Code	Phrase
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P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
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H261	In contact with water releases flammable gas
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H401	Toxic to aquatic life
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H411	Toxic to aquatic life with long-lasting effects
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[ CAS No. 5344-27-4 ] {[proInfo.proName]}

Quality Control of [ 5344-27-4 ]

Related Doc. of [ 5344-27-4 ]

Product Details of [ 5344-27-4 ]

Calculated chemistry of [ 5344-27-4 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 5344-27-4 ]

Application In Synthesis of [ 5344-27-4 ]

[ 5344-27-4 ] Synthesis Path-Upstream 1~1

[ 5344-27-4 ] Synthesis Path-Downstream 1~12

Technical Information

Related Functional Groups of [ 5344-27-4 ]

Alcohols

Related Parent Nucleus of [ 5344-27-4 ]

Pyridines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 5344-27-4 ]

Related Parent Nucleus of
[ 5344-27-4 ]