[ CAS No. 211366-30-2 ] {[proInfo.proName]}

Name: 211366-30-2|Naphthalene-1,5-disulfonic acid tetrahydrate|98%
Brand: Ambeed
SKU: A630743
Rating: 90 (26 reviews)

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

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Quality Control of [ 211366-30-2 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 211366-30-2 ]

SDS Specification

Alternatived Products of [ 211366-30-2 ]

Product Details of [ 211366-30-2 ]

CAS No. :	211366-30-2	MDL No. :	MFCD00149265
Formula :	C₁₀H₁₆O₁₀S₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	ZLBLYGIIADHDKG-UHFFFAOYSA-N
M.W :	360.36	Pubchem ID :	53249422
Synonyms :

Calculated chemistry of [ 211366-30-2 ]

Physicochemical Properties

Num. heavy atoms :	22
Num. arom. heavy atoms :	10
Fraction Csp3 :	0.0
Num. rotatable bonds :	2
Num. H-bond acceptors :	10.0
Num. H-bond donors :	6.0
Molar Refractivity :	75.86
TPSA :	162.42 Å²

Pharmacokinetics

GI absorption :	Low
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-10.6 cm/s

Lipophilicity

Log Po/w (iLOGP) :	-1.03
Log Po/w (XLOGP3) :	-2.96
Log Po/w (WLOGP) :	3.24
Log Po/w (MLOGP) :	-1.69
Log Po/w (SILICOS-IT) :	-0.37
Consensus Log Po/w :	-0.56

Druglikeness

Lipinski :	1.0
Ghose :	None
Veber :	1.0
Egan :	1.0
Muegge :	3.0
Bioavailability Score :	0.11

Water Solubility

Log S (ESOL) :	-0.41
Solubility :	139.0 mg/ml ; 0.386 mol/l
Class :	Very soluble
Log S (Ali) :	0.11
Solubility :	464.0 mg/ml ; 1.29 mol/l
Class :	Highly soluble
Log S (SILICOS-IT) :	-2.77
Solubility :	0.615 mg/ml ; 0.00171 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	3.03

Safety of [ 211366-30-2 ]

Signal Word:	Danger	Class:	8
Precautionary Statements:	P280-P305+P351+P338-P310	UN#:	2585
Hazard Statements:	H314	Packing Group:	Ⅲ
GHS Pictogram:

Application In Synthesis of [ 211366-30-2 ]

* 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 [ 211366-30-2 ]

[ 211366-30-2 ] Synthesis Path-Downstream 1~9

1
[ 288-32-4 ]
[ 80783-26-2 ]
[ 211366-30-2 ]
[ 80783-27-3 ]

Yield	Reaction Conditions	Operation in experiment
	In dichloromethane; water; acetone; acetonitrile	6 EXAMPLE 6 STR40 21.6 g (0.05 mole) of crude 1,4-bis-(4-chlorophenoxy)-1-bromo-3,3-dimethyl-butan-2-one were stirred under reflux with 14 g (0.2 mole) of imidazole in 100 ml of acetonitrile for 17 hours. The mixture was then concentrated by distilling off the solvent under reduced pressure. The residue was taken up in 400 ml of methylene chloride and the mixture was extracted by shaking three times with 800 ml of water each time, dried over sodium sulphate and concentrated. The residue was taken up in 100 ml of acetone, and 9 g (0.05 mole) of 1,5-naphthalenedisulphonic acid tetrahydrate in 50 ml of acetone were added dropwise. The precipitate formed was filtered off and suspended in 200 ml of methylene chloride. 400 ml of saturated sodium bicarbonate solution ere added, the mixture was stirred for 30 minutes and the organic phase was separated off. After distilling off the solvent, 14.1 g (67% of theory) of 1,4-bis-(4-chlorophenoxy)- 3,3-dimethyl-1-(imidazol-1-yl)-butan-2-one were obtained as an oil.
	With sodium hydrogencarbonate In dichloromethane; water; acetone; acetonitrile	2 EXAMPLE 2 STR140 EXAMPLE 2 STR140 21.6 g (0.05 mol) of crude 1,4-bis-(4-chlorophenoxy)-1-bromo-3,3-dimethyl-butan-2-one were stirred under reflux with 14 g (0.2 mol) of imidazole in 100 ml of acetonitrile for 17 hours. The mixture was then concentrated by distilling off the solvent under reduced pressure. The residue was taken up in 400 ml of methylene chloride and the mixture was extracted by shaking three times with 800 ml of water each time, dried over sodium sulphate and concentrated. The residue was taken up in 100 ml of acetone and 9 g (0.05 mol) of 1,5-naphthalenedisulphonic acid tetrahydrate in 50 ml of acetone were added dropwise. The precipitate formed was filtered off and suspended in 200 ml of methylene chloride. 400 ml of saturated sodium bicarbonate solution were added, the mixture was stirred for 30 minutes and the organic phase was separated off. After distilling off the solvent, 14.1 g (67% of theory) of 1,4-bis-(4-chlorophenoxy)- 3,3-dimethyl-1-(imidazol-1-yl)-butan-2-one were obtained as an oil. The corresponding 1,5-naphthalenedisulphonate salt had a melting point of 214°-217° C.

Reference： [1]Current Patent Assignee: BAYER AG - US4371708, 1983, A
[2]Current Patent Assignee: BAYER AG - US4406909, 1983, A

2
[ 288-88-0 ]
[ 80783-26-2 ]
[ 211366-30-2 ]
[ 81058-61-9 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydrogencarbonate In dichloromethane; water; acetone; acetonitrile	1 (g) STR139 21.6 g (0.05 mol) of crude 1,4-bis-(4-chlorophenoxy)-1-bromo-3,3-dimethyl-butan-2-one were stirred under reflux with 14 g (0.2 mol) of 1,2,4-triazole in 100 ml of acetonitrile for 17 hours. The mixture was then concentrated by distilling off the solvent under reduced pressure. The residue was taken up in 400 ml of methylene chloride and the mixture was extracted by shaking three times with 800 ml of water each time, dried over sodium sulphate and concentrated. The residue was taken up in 100 ml of acetone, and 9 g (0.05 mol) of 1,5-naphthalenedisulphonic acid tetrahydrate in 50 ml of acetone were added dropwise. The precipitate formed was filtered off and suspended in 200 ml of methylene chloride. 400 ml of saturated sodium bicarbonate solution were added, the mixture was stirred for 30 minutes and the organic phase was separated off, dried over sodium sulphate and concentrated by distilling off the solvent. 12.3 g (58.6% of theory) of 1,4-bis-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one were obtained as an oil. The corresponding 1,5-naphthalenedisulphonate salt had a melting point of 206°-208° C.

Reference： [1]Current Patent Assignee: BAYER AG - US4406909, 1983, A

3
[ 211366-30-2 ]
[ 7732-18-5 ]
[ 818-08-6 ]
[ CAS Unavailable ]

Yield	Reaction Conditions	Operation in experiment
93%	In toluene mixt. of n-Bu2SnO and sulfonic acid (1:1 molar ratio) refluxed in toluene for 8 h (Dean-Stark apparatus), pptd.; filtered off, dried in air, elem. anal.;

Reference： [1]Chandrasekhar, Vadapalli; Boomishankar, Ramamoorthy; Gopal, Kandasamy; Sasikumar, Palani; Singh, Puja; Steiner, Alexander; Zacchini, Stefano [European Journal of Inorganic Chemistry, 2006, vol. 20, p. 4129 - 4136]

4
[ 211366-30-2 ]
[ 3314-32-7 ]
[ 1621470-54-9 ]

Yield	Reaction Conditions	Operation in experiment
89.91%	In methanol at 20℃;	1,2-Bis(2-benzimidazolyl)-1,2-ethanediol: (1,5-naphthalenedisulfonicacid): H₂O [(H₂L2²⁺)(nds^2-)]H₂O (6) 1,2-Bis(2-benzimidazolyl)-1,2-ethanediol (L2) (29.4 mg, 0.1 mmol) was dissolved in 4 mL methanol. To this solution was added 1,5-naphthalenedisulfonic acid tetrahydrate (36 mg, 0.1 mmol) in 15 mL methanol. Colorless block crystals of the title compound [(H2L22+)·(nds2-)]·H2O (6) were afforded after several days by slow evaporation of the solvent (yield: 54 mg, 89.91%). mp 205-206 °C. Elemental analysis: Calc. for C26H24N4O9S2 (600.61): C, 51.95; H, 3.99; N, 9.32; S, 10.66. Found: C, 51.91; H, 3.93; N, 9.26; S, 10.54. Infrared spectrum (KBr disc, cm-1): 3666s(ν(OH)), 3467s(multiple, νas(NH)), 3372s(νs(NH)), 3158m, 3094m, 2989m, 2931m, 2877m, 1669m, 1620m, 1571m, 1511m, 1465m, 1399m, 1356m, 1295m, 1249m, 1183m, 1134m, 1075m, 997m, 936m, 878m, 834m, 796m, 752m, 701m, 653m, 620m, 603m.

Reference： [1]Jin, Shouwen; Liu, Hui; Gao, Xin Jun; Lin, Zhanghui; Chen, Guqing; Wang, Daqi [Journal of Molecular Structure, 2014, vol. 1075, p. 124 - 138]

5
[ 211366-30-2 ]
[ 38668-46-1 ]
[ 75-05-8 ]
[ CAS Unavailable ]
[ 1843262-66-7 ]

Yield	Reaction Conditions	Operation in experiment
	With ammonia In water	[Ag(L)2]1/2(nds)(CH3CN) Colorless crystals of 4 were prepared in a method similar to thatof 2 with the replacement of methanol/water mixed solvent byRef. CH3CN/water mixed solvent (8 mL, v/v: 1/1). The preparationprocedure had a yield of 45% based on silver. Anal. Calc. (found) forAgC25H32N15O3S: C, 41.10 (40.92), H, 4.41 (4.21); N, 28.76 (28.59)%.Selected IR peaks (cm1): 3432 (s), 3336 (s), 3127 (s, sh), 1636 (s),1554 (s), 1459 (s), 1429 (m), 1376 (m), 1281 (m), 1204 (s), 1166 (m),1038 (m), 988 (w), 815 (m), 767 (m), 745 (m).

Reference： [1]Mei, Hong-Xin; Huang, Hua-Qi; Zhang, Ting; Huang, Rong-Bin; Zheng, Lan-Sun [Journal of Molecular Structure, 2016, vol. 1107, p. 266 - 277]

6
[ 67-56-1 ]
[ 211366-30-2 ]
[ 38668-46-1 ]
[ CAS Unavailable ]
[ 1843262-65-6 ]

Yield	Reaction Conditions	Operation in experiment
41%	With ammonia In water	4.5 [Ag(L)2]1/2(nds)(MeOH)(H2O) A mixture of Ag2O (23.2 mg, 0.1 mmol), L (87.6 mg, 0.4 mmol)and H2nds.4H2O (36.1 mg, 0.1 mmol)was stirred in methanol/watermixed solvent (8 mL, v/v: 1/1), and a aqueous NH3 solution (25%,2 mL) was dropped into the mixture to give a clear solution underultrasonic treatment. The resultant solution was filtered and thenplaced in darkness to evaporate slowly at room temperature forseveral days to give colorless crystals of 2 (yield 41%, based on silver).Anal. Calc. (found) for AgC24H35NO5S: C, 38.98 (38.76), H, 4.77(4.65); N, 26.52 (26.71)%. Selected IR peaks (cm1): 3333 (s), 3112(s), 1660 (s), 1634 (s), 1650 (s), 1498 (s), 1459 (s), 1417 (s), 1339 (m),1279 (m), 1205 (s), 1160 (m), 1138 (m), 1047 (s), 982 (w), 941 (w),820 (m), 769 (m), 692 (m).

Reference： [1]Mei, Hong-Xin; Huang, Hua-Qi; Zhang, Ting; Huang, Rong-Bin; Zheng, Lan-Sun [Journal of Molecular Structure, 2016, vol. 1107, p. 266 - 277]

7
[ 67-56-1 ]
[ 211366-30-2 ]
[ 38668-46-1 ]
[ CAS Unavailable ]
[ 1843262-65-6 ]

Yield	Reaction Conditions	Operation in experiment
45%	With sodium perchlorate; ammonia In water	4.6 [Ag(L)2]1/2(nds)(MeOH)5/2(H2O) A mixture of Ag2O (23.2 mg, 0.1 mmol), L (87.6 mg, 0.4 mmol),NaClO4 (24.5 mg, 0.2 mmol) and H2nds.4H2O (36.1 mg, 0.1 mmol)was stirred in methanol/water mixed solvent (8 mL, v/v: 1/1), and aaqueous NH3 solution (25%, 2 mL) was dropped into the mixture togive a clear solution under ultrasonic treatment. The resultant solutionwas filtered and then placed in darkness to evaporate slowlyat room temperature for several days to give colorless crystals of 3(yield 45%, based on silver). Anal. Calc. (found) for AgC24H37-N14O6.5S: C, 37.65 (37.44), H, 4.87 (4.65); N, 25.61 (25.50)%. SelectedIR peaks (cm1): 3463 (s), 3413 (s), 3336 (s), 3150 (s), 1654 (s), 1550(s), 1457 (s), 1405 (s), 1363 (m), 1279 (m), 1193 (s), 1159 (s), 1029 (s),995 (m), 819 (m), 797 (m), 769 (m).

Reference： [1]Mei, Hong-Xin; Huang, Hua-Qi; Zhang, Ting; Huang, Rong-Bin; Zheng, Lan-Sun [Journal of Molecular Structure, 2016, vol. 1107, p. 266 - 277]

8
[ 211366-30-2 ]
[ 1433280-51-3 ]
[ 1250939-45-7 ]
[ 2070836-15-4 ]

Yield	Reaction Conditions	Operation in experiment
82%	Stage #1: (R)-(5-chloro-4-(6-(2-methyl-4-pivaloylpiperazin-1-yl)nicotinamido)-2-(trifluoromethoxy)phenyl)boronic acid; (2S,4S)-2-[4-(4-bromo-phenyl)-1H-imidazol-2-yl]-4-methyl-pyrrolidine-1-carboxylic acid tert-butyl ester With bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II); sodium carbonate In 2-methyltetrahydrofuran; water at 70℃; for 4.5h; Inert atmosphere; Stage #2: naphthalene-1,5-disulfonic acid tetrahydrate In methanol at 25℃;	3 Preparation 3: (2S,4S)-tert-butyl 2-(4-(5'-chloro-4'-(6-((R)-2-methyl-4-pivaloylpiperazin-1-yl)nicotinamido)-2'-(trifluoromethoxy)-[1,1'-biphenyl]-4-yl)-1H-imidazol-2-yl)-4-methylpyrrolidine-1-carboxylate napadisylate To a nitrogen flushed round bottom flask was added fert-butyl (2S,4S)-2-(4-(4- bromophenyl)-lH-imidazol-2-yl)-4-methylpyrrolidine- 1 -carboxylate (10 g, 24.6 mmol), (i?)-(5-chloro-4-(6-(2-methyl-4-pivaloylpiperazin-l-yl)nicotinamido)-2- (trifluoromethoxy)phenyl)boronic acid (14.69 g, 27.1 mmol), sodium bicarbonate (7.24 g, 86 mmol), bis(di-teri-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II) (0.174 g, 0.246 mmol), 2-methyltetrahydrofuran (120 mL) and water (40 mL) to give a suspension. The reaction mixture was degassed for 5 min, then heated at 70 °C for 4.5 h, and cooled to 25 °C. Brine (10 % w/vol) (120 mL) was added. The next day, the bottom aqueous layer was drained. The organic layer was evaporated and distilled in an azeotrope with methanol. Methanol (100 mL) was added and the mixture was distilled to about 60 mL. Methanol (200 mL) was added and the mixture was distilled to about 120 mL. 3-Mercaptopropyl-functionalized silica gel (7 g, 9.87 mmol) was added. The reaction mixture was stirred at 25 °C overnight, filtered and rinsed with methanol (20 mL). (0201) The filtrate was transferred to a 1L flask and a solution of 1 ,5-naphthalen- edisulfonic acid tetrahydrate (8.43 g, 23.4 mmol) in methanol (50.0 mL) was added slowly at 25 °C. Seed crystals from a previous synthesis at about a one-third scale were added after about 2 min. The mixture was stirred at 25 °C overnight, filtered, washed with methanol (20 mL), and dried overnight to provide crude intermediate (24 g). (0202) Methanol (100 mL) was added to the crude product and the mixture was stirred at 25 °C for 2 h, filtered, and dried at 25 °C for 2 d to provide the napadisylate salt of the title intermediate (22.34 g, 82 % yield).

Reference： [1]Current Patent Assignee: THERAVANCE BIOPHARMA, INC. - WO2017/15439, 2017, A1 Location in patent: Page/Page column 26; 27

9
[ 211366-30-2 ]
[ 2252337-84-9 ]
[ 2252337-85-0 ]

Yield	Reaction Conditions	Operation in experiment
7.66 g	In isopropyl alcohol for 1h; Reflux;	Compound 002 4.84 g of Compound 001, 5.40 g of 1,5-naphthalenedisulfonic acid tetrahydrate and 50 mL of isopropyl alcohol were placed in a 100 mL flask and stirring was started. The mixture was heated and stirred under reflux for 1 hour. After cooling to 20 ° C. and further stirring for 1 hour, the precipitated crystals were separated by filtration. The obtained crystals were dried at 50 ° C. for 12 hours to obtain 7.66 g of Compound 101 as a white powder.

Reference： [1]Current Patent Assignee: FUJIFILM HOLDINGS CORP. - JP2018/188380, 2018, A Location in patent: Paragraph 0193; 0197

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Ghs Precautionary Statements

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P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
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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
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

[ CAS No. 211366-30-2 ] {[proInfo.proName]}

Quality Control of [ 211366-30-2 ]

Related Doc. of [ 211366-30-2 ]

Product Details of [ 211366-30-2 ]

Calculated chemistry of [ 211366-30-2 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 211366-30-2 ]

Application In Synthesis of [ 211366-30-2 ]

[ 211366-30-2 ] Synthesis Path-Downstream 1~9

Related Functional Groups of [ 211366-30-2 ]

Aryls

Sulfonic Acids

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 211366-30-2 ]