[ CAS No. 2211-64-5 ] {[proInfo.proName]}

Name: 2211-64-5|N-Cyclohexylhydroxylamine|97%
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Quality Control of [ 2211-64-5 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 2211-64-5 ]

SDS Specification

Alternatived Products of [ 2211-64-5 ]

Product Details of [ 2211-64-5 ]

CAS No. :	2211-64-5	MDL No. :	MFCD00021287
Formula :	C₆H₁₃NO	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	GUQRKZPMVLRXLT-UHFFFAOYSA-N
M.W :	115.17	Pubchem ID :	72935
Synonyms :

Calculated chemistry of [ 2211-64-5 ]

Physicochemical Properties

Num. heavy atoms :	8
Num. arom. heavy atoms :	0
Fraction Csp3 :	1.0
Num. rotatable bonds :	1
Num. H-bond acceptors :	2.0
Num. H-bond donors :	2.0
Molar Refractivity :	32.37
TPSA :	32.26 Å²

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) :	-6.21 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.7
Log Po/w (XLOGP3) :	1.12
Log Po/w (WLOGP) :	1.3
Log Po/w (MLOGP) :	1.03
Log Po/w (SILICOS-IT) :	0.74
Consensus Log Po/w :	1.18

Druglikeness

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

Water Solubility

Log S (ESOL) :	-1.19
Solubility :	7.37 mg/ml ; 0.064 mol/l
Class :	Very soluble
Log S (Ali) :	-1.39
Solubility :	4.68 mg/ml ; 0.0407 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-0.74
Solubility :	21.1 mg/ml ; 0.183 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.68

Safety of [ 2211-64-5 ]

Signal Word:	Danger	Class:	8,6.1
Precautionary Statements:	P264-P270-P280-P301+P312+P330-P305+P351+P338+P310-P501	UN#:	2923
Hazard Statements:	H301-H318	Packing Group:	Ⅲ
GHS Pictogram:

Application In Synthesis of [ 2211-64-5 ]

* 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 [ 2211-64-5 ]
Downstream synthetic route of [ 2211-64-5 ]

[ 2211-64-5 ] Synthesis Path-Upstream 1~12

1
[ 499979-45-2 ]
[ 698-63-5 ]
[ 2211-64-5 ]

Reference： [1] International Journal of Chemical Kinetics, 2002, vol. 34, # 12, p. 685 - 692

2
[ 100-64-1 ]
[ 2211-64-5 ]

Reference： [1] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1984, vol. 23, # 5, p. 449 - 450
[2] Organic Letters, 2017, vol. 19, # 6, p. 1314 - 1317
[3] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1997, vol. 36, # 11, p. 1020 - 1024
[4] Mendeleev Communications, 2006, vol. 16, # 1, p. 50 - 51
[5] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2000, vol. 39, # 3, p. 239 - 242
[6] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2001, vol. 40, # 2, p. 152 - 156
[7] Journal of Organic Chemistry, 1981, vol. 46, # 2, p. 355 - 360
[8] Bioorganic and Medicinal Chemistry, 2001, vol. 9, # 5, p. 1233 - 1240
[9] Canadian Journal of Chemistry, 2013, vol. 91, # 1, p. 43 - 50
[10] Green Chemistry, 2016, vol. 18, # 8, p. 2323 - 2330

3
[ 2562-37-0 ]
[ 2211-64-5 ]

Reference： [1] Tetrahedron, 1990, vol. 46, # 21, p. 7443 - 7457
[2] Journal of Organic Chemistry, 1985, vol. 50, # 1, p. 133 - 135
[3] Synthesis, 2006, # 19, p. 3316 - 3340

4
[ 1122-60-7 ]
[ 2211-64-5 ]

Reference： [1] Journal of the Chemical Society, 1944, p. 120,123
[2] Patent: DE960199, 1954, ,
[3] Journal of Organic Chemistry, 1989, vol. 54, # 17, p. 4026 - 4027
[4] Organic Letters, 2005, vol. 7, # 22, p. 5087 - 5090
[5] Synthesis, 2006, # 19, p. 3316 - 3340

5
[ 1122-60-7 ]
[ 100-64-1 ]
[ 108-91-8 ]
[ 2211-64-5 ]
[ 108-93-0 ]

Reference： [1] Catalysis Communications, 2012, vol. 19, p. 80 - 84
[2] Catalysis Communications, 2012, vol. 19, p. 80 - 84
[3] Catalysis Communications, 2012, vol. 19, p. 80 - 84
[4] Catalysis Communications, 2012, vol. 19, p. 80 - 84

6
[ 1122-60-7 ]
[ 100-64-1 ]
[ 2211-64-5 ]

Reference： [1] Tetrahedron, 1990, vol. 46, # 2, p. 587 - 594

7
[ 108-94-1 ]
[ 2211-64-5 ]

Reference： [1] Bulletin de la Societe Chimique de France, 1925, vol. <4> 37, p. 297,298
[2] Canadian Journal of Chemistry, 2013, vol. 91, # 1, p. 43 - 50
[3] Green Chemistry, 2016, vol. 18, # 8, p. 2323 - 2330

8
[ 873-92-7 ]
[ 2211-64-5 ]

Reference： [1] Journal of Organic Chemistry, 1948, vol. 13, p. 395,397
[2] Patent: US2420382, 1945, ,
[3] Patent: US2420382, 1945, ,

9
[ 108-91-8 ]
[ 2211-64-5 ]

Reference： [1] Patent: DE951933, 1953, ,
[2] Patent: US2795611, 1954, ,
[3] Patent: DE951933, 1956, ,

10
[ 108-95-2 ]
[ 2211-64-5 ]

Reference： [1] Bulletin de la Societe Chimique de France, 1925, vol. <4> 37, p. 297,298

11
[ 499979-41-8 ]
[ 98-01-1 ]
[ 2211-64-5 ]

Reference： [1] International Journal of Chemical Kinetics, 2002, vol. 34, # 12, p. 685 - 692

12
[ 499979-45-2 ]
[ 698-63-5 ]
[ 2211-64-5 ]

Reference： [1] International Journal of Chemical Kinetics, 2002, vol. 34, # 12, p. 685 - 692

[ 2211-64-5 ] Synthesis Path-Downstream 1~6

1
[ 2211-64-5 ]
[ 100-88-9 ]

Yield	Reaction Conditions	Operation in experiment
	With sulfur dioxide; benzene

Reference： [1]Current Patent Assignee: ABBOTT LABORATORIES INC - US2850531, 1955, A Current Patent Assignee: BAYER AG - DE950369, 1954, C

2
[ 15667-63-7 ]
[ 2211-64-5 ]
[ 118149-85-2 ]
[ 118149-81-8 ]

Yield	Reaction Conditions	Operation in experiment
	With tetrakis(triphenylphosphine) palladium⁽⁰⁾ In tetrahydrofuran Yield given. Yields of byproduct given. Title compound not separated from byproducts;

Reference： [1]Murahashi, Shun-Ichi; Imada, Yasushi; Taniguchi, Yuki; Kodera, Yoichi [Tetrahedron Letters, 1988, vol. 29, # 24, p. 2973 - 2976]

3
[ 6557-86-4 ]
[ 2211-64-5 ]
[ 84027-68-9 ]

Reference： [1]Journal of Chemical and Engineering Data,1981,vol. 26,p. 338 - 340

4
[ 138716-23-1 ]
[ 2211-64-5 ]
[ 143620-90-0 ]

Yield	Reaction Conditions	Operation in experiment
74%	With toluene-4-sulfonic acid In methanol at 20℃; for 0.5h;

Reference： [1]Wright, Stephen W.; Harris, Richard R.; Kerr, Janet S.; Green, Alicia M.; Pinto, Donald J.; et al. [Journal of Medicinal Chemistry, 1992, vol. 35, # 22, p. 4061 - 4068]

5
[ 2211-64-5 ]
[ 169685-29-4 ]
α-[2-(4-trifluoromethoxyphenylthio)-5-furyl]-N-cyclohexylnitrone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
51.8%		10 Synthesis of α-[2-(4-Trifluoromethoxyphenylthio)-5-furyl]-N-cyclohexylnitrone Example 10 Synthesis of α-[2-(4-Trifluoromethoxyphenylthio)-5-furyl]-N-cyclohexylnitrone The title compound was prepared according to the procedure described in Example 1 using 4-trifluoromethoxybenzenethiol and N-cyclohexyl-hydroxylamine. The title compound was isolated in 51.8% yield as white crystals, m.p. 145.8° C. (Rf =0.35 on a silica gel plate using hexanes/EtOAc, 2:1, v:v, as the eluant). Spectroscopic data were as follows: IR (KBr, cm-1): 2935 (CH), 1636 (C=N), 1576 (benzene ring), 1289 (Ar--O), 1215 (C--F) and 1162 (N--O). 1 H NMR (CDCl3, 270 MHz):δ=7.80 (1H, d, J=3.3 Hz, furan H), 7.59 (1H, s, nitronyl H), 7.22 (2H, d, J=8.7 Hz, benzene 2H), 7.12 (2H, d & q, Jd =8.7 Hz & Jq =0.7 Hz, benzene 2H), 6.86 (1H, d, J=3.3 Hz, furan H), 3.1 (1H, tt, J=11.4 & 3.9 Hz, N--CH), 2.09-2.06 (2H, m, cyclohexyl 2H), 1.99-1.81 (4H, m, cyclohexyl 4H), 1.72-1.68 (1H, m, cyclohexyl H), 1.43-1.14 (3H, m, cyclohexyl 3H). 13C NMR (CDCl3, 270 MHz):δ=150.51, 147.95, 143.62, 133.78, 129.42, 122.65, 121.71, 121.42, 120.27, 116.18, 74.38, 31.08, 24.85.

Reference： [1]Current Patent Assignee: EVOTEC AG - US5998469, 1999, A

6
[ 129425-81-6 ]
[ 2211-64-5 ]
[ CAS Unavailable ]

Yield	Reaction Conditions	Operation in experiment
72%	With benzotriazol-1-ol; N-[3-(N,N-dimethylamino)-propyl]-N'-ethyl-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;	4.1.35 Synthesis of compounds 54-60 General procedure: A mixture of 6 (30mg, 0.1mmol), various substituted hydroxylamines (0.15mmol), HOBT (27mg, 0.2mmol), EDCI (38mg, 0.2mmol) and DIPEA (87μL, 0.5mmol) in DMF was stirred at room temperature overnight. The resulting mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with brine, dried over Na2SO4, and finally purified by a column chromatography with silica gel to deliver the desired products 54-60.
72%	With benzotriazol-1-ol; N-[3-(N,N-dimethylamino)-propyl]-N'-ethyl-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;	4.1.35 Synthesis of compounds 54-60 General procedure: A mixture of 6 (30mg, 0.1mmol), various substituted hydroxylamines (0.15mmol), HOBT (27mg, 0.2mmol), EDCI (38mg, 0.2mmol) and DIPEA (87μL, 0.5mmol) in DMF was stirred at room temperature overnight. The resulting mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with brine, dried over Na2SO4, and finally purified by a column chromatography with silica gel to deliver the desired products 54-60.

Reference： [1]Shen, Ancheng; Li, Xiyuan; Zhang, Yan; Ma, Jing; Xiao, Ruoxuan; Wang, Xiyuan; Song, Zilan; Liu, Zhiguo; Geng, Meiyu; Zhang, Ao; Xie, Zuoquan; Ding, Chunyong [European Journal of Medicinal Chemistry, 2022, vol. 241]
[2]Shen, Ancheng; Li, Xiyuan; Zhang, Yan; Ma, Jing; Xiao, Ruoxuan; Wang, Xiyuan; Song, Zilan; Liu, Zhiguo; Geng, Meiyu; Zhang, Ao; Xie, Zuoquan; Ding, Chunyong [European Journal of Medicinal Chemistry, 2022, vol. 241]

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Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
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P321
P322
P330	Rinse mouth.
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Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
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
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H361d	Suspected of damaging the unborn child
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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

[ CAS No. 2211-64-5 ] {[proInfo.proName]}

Quality Control of [ 2211-64-5 ]

Related Doc. of [ 2211-64-5 ]

Product Details of [ 2211-64-5 ]

Calculated chemistry of [ 2211-64-5 ]

Physicochemical Properties

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Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

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Application In Synthesis of [ 2211-64-5 ]

[ 2211-64-5 ] Synthesis Path-Upstream 1~12

[ 2211-64-5 ] Synthesis Path-Downstream 1~6

Related Functional Groups of [ 2211-64-5 ]

Aliphatic Cyclic Hydrocarbons

Amines

Hydroxylamines

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[ 2211-64-5 ]