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[ CAS No. 536-40-3 ] {[proInfo.proName]}

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2D 3D

Chemical Structure| 536-40-3

Chemical Structure| 536-40-3

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Quality Control of [ 536-40-3 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 536-40-3 ]

SDS Specification

Alternatived Products of [ 536-40-3 ]

Product Citations

Product Details of [ 536-40-3 ]

CAS No. :	536-40-3	MDL No. :	MFCD00007603
Formula :	C₇H₇ClN₂O	Boiling Point :	-
Linear Structure Formula :	H₂NNHC(O)C₆H₄Cl	InChI Key :	PKBGHORNUFQAAW-UHFFFAOYSA-N
M.W :	170.60	Pubchem ID :	10816
Synonyms :

Calculated chemistry of [ 536-40-3 ] Expand+

Physicochemical Properties

Num. heavy atoms :	11
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.0
Num. rotatable bonds :	2
Num. H-bond acceptors :	2.0
Num. H-bond donors :	2.0
Molar Refractivity :	42.35
TPSA :	55.12 ?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) :	-6.5 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.44
Log Po/w (XLOGP3) :	1.18
Log Po/w (WLOGP) :	0.94
Log Po/w (MLOGP) :	1.73
Log Po/w (SILICOS-IT) :	0.84
Consensus Log Po/w :	1.23

Druglikeness

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

Water Solubility

Log S (ESOL) :	-1.91
Solubility :	2.09 mg/ml ; 0.0122 mol/l
Class :	Very soluble
Log S (Ali) :	-1.93
Solubility :	1.99 mg/ml ; 0.0117 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-2.65
Solubility :	0.383 mg/ml ; 0.00224 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	2.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.08

Safety of [ 536-40-3 ]

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

Application In Synthesis of [ 536-40-3 ]

* 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 [ 536-40-3 ]

[ 536-40-3 ] Synthesis Path-Downstream 1~11

1
[ 92-55-7 ]
[ 536-40-3 ]
[ 99979-15-4 ]

Reference： [1]Bollettino Chimico Farmaceutico,1997,vol. 136,p. 244 - 249

2
[ 18362-30-6 ]
[ 536-40-3 ]
[ 1235716-59-2 ]

Yield	Reaction Conditions	Operation in experiment
95%	In ethanol; at 60℃; for 16h;	Example 8Preparation of 4-chlorobenzoic acid [1-(2-chloro-6-hydroxyphenyl)-methylidene]-hydrazide (Compound 70) A suspension of <strong>[18362-30-6]2-chloro-6-hydroxybenzaldehyde</strong> (0.10 g, 0.64 mmol) and 4-chlorobenzoic acid hydrazide (0.10 g, 0.61 mmol) in EtOH (3 mL) was agitated and heated to 60° C. for 16 h. The reaction mixture was cooled to room temperature and H2O (1-2 mL) was added portionwise to precipitate the product. The solid was collected via suction filtration and rinsed with ethanol to furnish the title compound as an off-white solid (0.18 g, 95percent): mp 273-277° C.; 1H NMR (400 MHz, DMSO-d6) delta 12.53 (s, 1H), 12.51 (s, 1H), 9.04 (s, 1H), 8.03-7.95 (m, 2H), 7.71-7.63 (m, 2H), 7.34 (t, J=8.2 Hz, 1H), 7.07 (dd, J=7.9, 0.9 Hz, 1H), 6.96 (d, J=8.2 Hz, 1H); ESIMS m/z 309 ([M+H]+), 307 ([M-H]-).

Reference： [1]Patent: US2012/46170,2012,A1 .Location in patent: Page/Page column 5

3
[ 92-55-7 ]
[ 536-40-3 ]
[ 99979-15-4 ]

Yield	Reaction Conditions	Operation in experiment
79%	With sulfuric acid; acetic acid; In methanol; water; for 1h;Reflux;	General procedure: Compounds of series I were synthesized by refluxing <strong>[92-55-7]5-nitro-2-furaldehyde diacetate</strong> 98% (5 mmol) and benzhydrazides (3) (5 mmol) in water, sulphuric acid, acetic acid, and methanol (8:7:8:20 v/v) for 1 h. After cooling, the mixture was poured into cold water to precipitate the azomethine derivatives 20(see structural elucidation of the compounds of series I in Supplementary data, p. S2).

Reference： [1]Bioorganic and Medicinal Chemistry,2013,vol. 21,p. 5395 - 5406

4
[ 92-55-7 ]
[ 536-40-3 ]
[ 1391119-91-7 ]

Reference： [1]Bioorganic and Medicinal Chemistry,2013,vol. 21,p. 5395 - 5406

5
[ 42906-19-4 ]
[ 536-40-3 ]
[ 1612251-95-2 ]

Yield	Reaction Conditions	Operation in experiment
91.3%	With acetic acid; In ethanol; at 70℃; for 5h;	General procedure: The Compound I (0.79 mmol)was dissolved in 10 mL of absolute ethanol. Then the mixture of R2-CHO (0.66 mmol), 10 mL acetic acid and 3 mL absolute ethanol was added dropwise at 70 °C. The mixture was refluxed for 5 h. The solvent was evaporated. The crude product was purified by flash chromatography (neutral Al2O3). 4-[N,N-di(4-tolyl)amino]benzaldehyde 4-chlorobenzoylhydrazone (III-1): yield (91.3percent). Melting point: 114.2-117.6 °C. IR(KBr, cm-1): 3446 (gamma -NH-), 3090, 3027, 2920, 1654, 1598, 1564, 1506, 1273, 817. 1H NMR (CDCl3, 400 MHz, ppm): 7.79(d, 1H, J = 6.8 Hz), 7.71-7.69(q, 1H), 7.55-7.52(q, 2H), 7.49(s, 1H, -N=CH-), 7.43(d, 2H, J = 7.6 Hz), 7.26(s, 1H), 7.10(d, 4H, J 8.0 Hz), 7.01(d, 4H, J = 8.0 Hz), 6.94(d, 2H, J = 8.4 Hz), 2.33(s, 6H, -CH3). 13C NMR (CDCl3, 100 MHz, ppm): 153.8, 144.3, 139.3, 133.8, 130.9, 130.1, 129.1, 128.8, 125.6, 122.2, 120.2, 20.9. HR-ESIMS (m/z, [M + H]+) calcd. for C28H25ON3Cl+ 454.1681, found 454.1679.

Reference： [1]Dyes and Pigments,2014,vol. 108,p. 32 - 40

6
[ 536-40-3 ]
[ 175205-39-7 ]
1-[(4′-chlorophenyl)carbonyl-4-(5″-fluoro-2″-methylphenyl)]thiosemicarbazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
80%	In ethanol; at 80℃;	General procedure: The reaction mixture containing 4-chlorophenyl hydrazide(0.5 mmol) and aryl isothiocyanate (0.5 mmol) in absolute ethanol(10 mL) was refluxed at 80 C for 20-30 min and monitored throughTLC. Precipitates were appeared in the reaction mixture which werefiltered and washed with hot hexane then cold ethanol [37]. Productwas dried in vacuum and collected. All compounds 1-25 were characterizedby spectroscopic techniques such as EI-MS and 1H NMR.Spectral data of all compounds are as follows.

Reference： [1]Bioorganic Chemistry,2018,vol. 79,p. 363 - 371

7
[ 40004-69-1 ]
[ 536-40-3 ]
N′-(4-chlorobenzoyl)-2-methylthiazole-5-carbohydrazide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2018,vol. 61,p. 5881 - 5899

8
[ 14190-59-1 ]
[ 536-40-3 ]
N'-(4-chlorobenzoyl)thiazole-2-carbohydrazide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2018,vol. 61,p. 5881 - 5899

9
[ 536-40-3 ]
[ 143982-40-5 ]
4-chloro-N'-((imidazo[1,2-a]pyrimidin-2-yl)methylene) benzohydrazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
82%	In ethanol; for 5.0h;Reflux;	General procedure: To a stirred solution of compound 3 (100 mg, 0.30 mmol) in ethanol was added corresponding benzohydrazides (1.0 mmol) and refluxed for 5 h. The reaction medium was poured into water and extracted with ethyl acetate. The organic layer was washed with water followed by brine solution, dried over anhydrous sodium sulphate, filtered and concentrated under reduced pressure, to obtain the pure compounds.

Reference： [1]Indian Journal of Heterocyclic Chemistry,2015,vol. 25,p. 119 - 122

10
[ 536-40-3 ]
[ 75279-55-9 ]
3-(2-chloro-6-fluorobenzyl)-5-(4-chlorophenyl)-1H-1,2,4-triazole [ No CAS ]

Reference： [1]ChemMedChem,2021,vol. 16,p. 134 - 144

11
[ 2631-77-8 ]
[ 536-40-3 ]
4-chloro-N'-(2-hydroxy-3,5-diiodobenzyl)benzohydrazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
68%	With sodium cyanoborohydride; acetic acid; In tetrahydrofuran; methanol; for 52h;Reflux;	An appropriate 4-halogenobenzohydrazide (1 mmol) was dissolved in 7 mL of a mixture of THF with MeOH (1:1, v/v), followed by addition of <strong>[2631-77-8]3,5-diiodosalicylaldehyde</strong> (411.3 mg, 1.1 mmol). After a complete dissolution, sodium cyanoborohydride (100 mg; 1.6 mmol) and glacial acetic acid (100 μL) were added. The mixture was heated under reflux for 4 h and then let stir for 48 h at room temperature. After this time, the reaction mixture was diluted with distilled water and let stir for 30 min. Then, the mixture was evaporated to dryness and suspended in a small volume of MeOH. After additional 2 h, the resulted precipitate was filtered off and dried to provide pure product. 4-Chloro-N′-(2-hydroxy-3,5-diiodobenzyl)benzohydrazide 4c. White solid; yield 68%; mp 256.5-259C. IR (ATR): 3227 (N-H), 1656 (CO-NH) cm-1. 1H NMR (500 MHz, THF-d8): δ 11.41 (1H, s, OH), 8.33 (1H, s, CONH), 8.04 (1H, d, J=2.0Hz, H4), 7.91 (2H, d, J=8.1Hz, H2, H6), 7.63 (1H, d, J=2.1Hz, H6), 7.52 (2H, d, J=8.2Hz, H3, H5), 4.12 (1H, s, NH), 2.59 (2H, s, CH2). 13C NMR (126 MHz, THF): δ 162.79, 158.66, 148.33, 148.01, 139.91, 130.14, 129.81, 129.55, 121.12, 87.51, 80.69, 51.93. Anal. Calcd for C14H11ClI2N2O2 (528.51): C 31.82, H 2.10, N 5.30, found: C 31.88, H 2.12, N 5.25.

Reference： [1]Bioorganic and Medicinal Chemistry,2021,vol. 41

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Isomers

Technical Information

? Acyl Group Substitution ? Alkyl Halide Occurrence ? Benzylic Oxidation ? Birch Reduction ? Blanc Chloromethylation ? Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions ? Chan-Lam Coupling Reaction ? Complex Metal Hydride Reductions ? Friedel-Crafts Reaction ? General Reactivity ? Grignard Reaction ? Hiyama Cross-Coupling Reaction ? Hydride Reductions ? Hydrogenolysis of Benzyl Ether ? Kinetics of Alkyl Halides ? Kumada Cross-Coupling Reaction ? Lawesson's Reagent ? Leuckart-Wallach Reaction ? Mannich Reaction ? Petasis Reaction ? Preparation of Alkylbenzene ? Preparation of Amines ? Reactions of Alkyl Halides with Reducing Metals ? Reactions of Amines ? Reactions of Benzene and Substituted Benzenes ? Specialized Acylation Reagents-Carbodiimides and Related Reagents ? Specialized Acylation Reagents-Ketenes ? Specialized Acylation Reagents-Vilsmeier Reagent ? Stille Coupling ? Substitution and Elimination Reactions of Alkyl Halides ? Suzuki Coupling ? Ugi Reaction ? Vilsmeier-Haack Reaction

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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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