[ CAS No. 5805-52-7 ] {[proInfo.proName]}

Name: 5805-52-7|1H-Benzimidazole-2-carboxamide|95%
Brand: Ambeed
SKU: A145271
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Quality Control of [ 5805-52-7 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 5805-52-7 ]

SDS Specification

Alternatived Products of [ 5805-52-7 ]

Product Details of [ 5805-52-7 ]

CAS No. :	5805-52-7	MDL No. :	MFCD05723975
Formula :	C₈H₇N₃O	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	XIZCDQOKKYYCRH-UHFFFAOYSA-N
M.W :	161.16	Pubchem ID :	445686
Synonyms :

Calculated chemistry of [ 5805-52-7 ]

Physicochemical Properties

Num. heavy atoms :	12
Num. arom. heavy atoms :	9
Fraction Csp3 :	0.0
Num. rotatable bonds :	1
Num. H-bond acceptors :	2.0
Num. H-bond donors :	2.0
Molar Refractivity :	44.19
TPSA :	71.77 Å²

Pharmacokinetics

GI absorption :	High
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) :	-6.95 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.09
Log Po/w (XLOGP3) :	0.47
Log Po/w (WLOGP) :	0.66
Log Po/w (MLOGP) :	0.18
Log Po/w (SILICOS-IT) :	1.14
Consensus Log Po/w :	0.71

Druglikeness

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

Water Solubility

Log S (ESOL) :	-1.62
Solubility :	3.83 mg/ml ; 0.0238 mol/l
Class :	Very soluble
Log S (Ali) :	-1.55
Solubility :	4.58 mg/ml ; 0.0284 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-2.49
Solubility :	0.522 mg/ml ; 0.00324 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.31

Safety of [ 5805-52-7 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P273	UN#:	N/A
Hazard Statements:	H302-H412	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 5805-52-7 ]

* 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 [ 5805-52-7 ]
Downstream synthetic route of [ 5805-52-7 ]

[ 5805-52-7 ] Synthesis Path-Upstream 1~10

1
[ 2849-93-6 ]
[ 5805-52-7 ]

Yield	Reaction Conditions	Operation in experiment
55%	Stage #1: at 79℃; for 4 h; Stage #2: at 70℃; for 5 h;	At room temperature,A solution of 3.0 g (18.6 mmol) of 1 H-benzimidone-2-carboxylic acid was addedPlaced in1OOmL before the bottle,Add 30mL of thionyl chloride, 79 ° C reflux reaction 4h,After the reaction, dry the solvent. Add 30mL of ammonia, 70 ° C reaction 5h, cooling the reaction solution,Filtration of yellow solid, dry. Yield: 55.0percent.
55%	Stage #1: at 79℃; for 4 h; Stage #2: at 70℃; for 5 h;	At room temperature,3.0 g (18.6 mmol) of 1H-benzimidazole-2-carboxylic acid was placed in a 100 mL eggplant type flask,Add 30mL of thionyl chloride, 79 reflux reaction 4h, after the end of the reaction evaporated solvent.Add 30mL ammonia water, 70 reaction 5h, cooling the reaction solution,Filtration of yellow solid, dry. The yield was 55percent.

Reference： [1] Patent: CN106905241, 2017, A, . Location in patent: Paragraph 0133-0135
[2] Patent: CN107118249, 2017, A, . Location in patent: Paragraph 0132; 0133; 0134
[3] Biochemische Zeitschrift, 1956, vol. 327, p. 422,447

2
[ 4856-97-7 ]
[ 5805-52-7 ]

Reference： [1] Biochemische Zeitschrift, 1956, vol. 327, p. 422,447
[2] Patent: CN106905241, 2017, A,
[3] Patent: CN107118249, 2017, A,

3
[ 95-54-5 ]
[ 5805-52-7 ]

Reference： [1] Patent: CN106905241, 2017, A,
[2] Patent: CN107118249, 2017, A,

4
[ 148-79-8 ]
[ 51-17-2 ]
[ 5805-52-7 ]
[ 939-70-8 ]

Reference： [1] Photochemical and Photobiological Sciences, 2014, vol. 13, # 2, p. 310 - 315

5
[ 148-79-8 ]
[ 5805-52-7 ]
[ 1865-09-4 ]

Reference： [1] Australian Journal of Chemistry, 1982, vol. 35, # 4, p. 775 - 784

6
[ 64-17-5 ]
[ 148-79-8 ]
[ 5805-52-7 ]
[ 1865-09-4 ]

Reference： [1] Australian Journal of Chemistry, 1982, vol. 35, # 4, p. 775 - 784

7
[ 148-79-8 ]
[ 5805-52-7 ]
[ 1865-09-4 ]

Reference： [1] Australian Journal of Chemistry, 1982, vol. 35, # 4, p. 775 - 784

8
[ 64-17-5 ]
[ 148-79-8 ]
[ 5805-52-7 ]
[ 1865-09-4 ]

Reference： [1] Australian Journal of Chemistry, 1982, vol. 35, # 4, p. 775 - 784

9
[ 148-79-8 ]
[ 51-17-2 ]
[ 5805-52-7 ]
[ 939-70-8 ]

Reference： [1] Photochemical and Photobiological Sciences, 2014, vol. 13, # 2, p. 310 - 315

10
[ 5805-52-7 ]
[ 7181-87-5 ]

Reference： [1] Polish Journal of Chemistry, 1984, vol. 58, # 1-3, p. 149 - 156

[ 5805-52-7 ] Synthesis Path-Downstream 1~37

1
[ 2849-93-6 ]
[ 5805-52-7 ]

Yield	Reaction Conditions	Operation in experiment
55%		At room temperature,A solution of 3.0 g (18.6 mmol) of 1 H-benzimidone-2-carboxylic acid was addedPlaced in1OOmL before the bottle,Add 30mL of thionyl chloride, 79 C reflux reaction 4h,After the reaction, dry the solvent. Add 30mL of ammonia, 70 C reaction 5h, cooling the reaction solution,Filtration of yellow solid, dry. Yield: 55.0%.
55%		At room temperature,3.0 g (18.6 mmol) of 1H-benzimidazole-2-carboxylic acid was placed in a 100 mL eggplant type flask,Add 30mL of thionyl chloride, 79 reflux reaction 4h, after the end of the reaction evaporated solvent.Add 30mL ammonia water, 70 reaction 5h, cooling the reaction solution,Filtration of yellow solid, dry. The yield was 55%.

Reference： [1]Patent: CN106905241,2017,A .Location in patent: Paragraph 0133-0135
[2]Patent: CN107118249,2017,A .Location in patent: Paragraph 0132; 0133; 0134
[3]Biochemische Zeitschrift,1956,vol. 327,p. 422,447
[4]Molecules,2019,vol. 24

2
[ 930-37-0 ]
[ 5805-52-7 ]
1-(2-Hydroxy-3-methoxy-propyl)-1H-benzoimidazole-2-carboxylic acid amide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1982,vol. 25,p. 1342 - 1346

3
[ 5805-52-7 ]
[ 74-88-4 ]
2-carbamoyl-1,3-dimethylbenzimidazolium iodide [ No CAS ]

Reference： [1]Polish Journal of Chemistry,1984,vol. 58,p. 149 - 156

4
[ 64-17-5 ]
[ 148-79-8 ]
[ 5805-52-7 ]
[ 1865-09-4 ]

Reference： [1]Australian Journal of Chemistry,1982,vol. 35,p. 775 - 784

5
[ 148-79-8 ]
[ 5805-52-7 ]
[ 1865-09-4 ]

Reference： [1]Australian Journal of Chemistry,1982,vol. 35,p. 775 - 784

7
bis-benz<4,5>imidazo<1,2-a;1',2'-d>pyrazine-6,13-dione [ No CAS ]
[ 5805-52-7 ]

Reference： [1]Journal of the American Chemical Society,1943,vol. 65,p. 1072

8
[ 5805-52-7 ]
[ 108-23-6 ]
2-carbamoyl-benzoimidazole-1-carboxylic acid isopropyl ester [ No CAS ]

Reference： [1]Il Farmaco,2000,vol. 55,p. 35 - 39

9
[ 5805-52-7 ]
[ 75-45-6 ]
1-difluoromethyl-1H-benzoimidazole-2-carboxylic acid amide [ No CAS ]

Reference： [1]Journal of Fluorine Chemistry,2005,vol. 126,p. 1587 - 1591

10
[ 5805-52-7 ]
[ 7181-87-5 ]

Reference： [1]Polish Journal of Chemistry,1984,vol. 58,p. 149 - 156

11
[ 4856-97-7 ]
[ 5805-52-7 ]

Reference： [1]Biochemische Zeitschrift,1956,vol. 327,p. 422,447
[2]Patent: CN106905241,2017,A
[3]Patent: CN107118249,2017,A
[4]Molecules,2019,vol. 24

12
[ 148-79-8 ]
[ 51-17-2 ]
[ 5805-52-7 ]
[ 939-70-8 ]

Reference： [1]Photochemical and Photobiological Sciences,2014,vol. 13,p. 310 - 315

13
[ 5805-52-7 ]
[ 35369-17-6 ]

Yield	Reaction Conditions	Operation in experiment
61.2%	With Lawessons reagent; In tetrahydrofuran; at 66℃; for 5h;	To a solution of 9 (3.0 g, 18.6 mmol) in THF (70 mL) wasadded Lawesson?s reagent (7.5 g, 18.6 mmol). The resulting solution was stirred at 66 C for 5 h. Aftercomplete conversion of the starting material, the reaction mixture was concentrated in vacuo and theresidue was redissolved in DCM (500 mL), the solution was washed with saturated NaCl solutionthree times, dried over anhydrous sodium sulfate, concentrated and purified by flash silica gel columnchromatography (DCM:MeOH = 100:1) to obtain 10 as yellow solid in 61.2% yield. LC-MS m/z: 178.2[M + H]+.
60%	With Lawessons reagent; In tetrahydrofuran; at 66℃; for 5h;	At room temperature, 3.0 g (18.6 mmol)<strong>[5805-52-7]1H-<strong>[5805-52-7]benzimidazole-2-carboxamide</strong></strong> and 7.5 g (18.6 mmol)Lawson reagent placed in 250mL eggplant bottle,Add 150 mL of tetrahydrofuran to reflux at 66 C for 5 h.After the completion of the reaction, the solvent was evaporated to drynessWith methylene chloride dissolved, saturated sodium bicarbonate wash, saturated sodium chloride wash, the organic phase, anhydrous sodium sulfate drying, filtration, columnChromatography to obtain a white solid. Yield: 60.0%.
60%	With Lawessons reagent; In tetrahydrofuran; at 66℃; for 5h;	3.0 g (18.6 mmol) of <strong>[5805-52-7]1H-<strong>[5805-52-7]benzimidazole-2-carboxamide</strong></strong> and 7.5 g (18.6 mmol)Lawson reagent placed in 250mL eggplant bottle, add 150mL tetrahydrofuran, 66 reflux reaction 5h.After the reaction, the solvent was evaporated and the resulting solid was washed with methylene chloride and saturated with sodium bicarbonate. The organic phase was collected, dried over anhydrous sodium sulfate and filtered to give a white solid. The yield was 60%.

Reference： [1]Molecules,2019,vol. 24
[2]Patent: CN106905241,2017,A .Location in patent: Paragraph 0136-0138
[3]Patent: CN107118249,2017,A .Location in patent: Paragraph 0135; 0136; 0137

14
[ 5805-52-7 ]
ethyl 2-(1H-benzo[d]imidazol-2-yl)thiazole-4-carboxylate [ No CAS ]

Reference： [1]Patent: CN106905241,2017,A
[2]Molecules,2019,vol. 24

15
[ 5805-52-7 ]
3-(2-(4-(ethoxycarbonyl)thiazol-2-yl)-1H-benzo[d]imidazol-1-yl)propanoic acid [ No CAS ]

Reference： [1]Patent: CN106905241,2017,A
[2]Molecules,2019,vol. 24

16
[ 5805-52-7 ]
ethyl 2-[1-[3-oxo-(3-anilino)propyl]-1H-benzimidazol-2-yl]thiazole-4-carboxylate [ No CAS ]

Reference： [1]Patent: CN106905241,2017,A
[2]Molecules,2019,vol. 24

17
[ 5805-52-7 ]
2-(1-(3-oxo-3-(phenylamino)propyl)-1H-benzo[d]imidazol-2-yl)thiazole-4-carboxylic acid [ No CAS ]

Reference： [1]Patent: CN106905241,2017,A
[2]Molecules,2019,vol. 24

18
[ 95-54-5 ]
[ 5805-52-7 ]

Reference： [1]Patent: CN106905241,2017,A
[2]Patent: CN107118249,2017,A
[3]Molecules,2019,vol. 24

19
[ 30183-14-3 ]
[ 5805-52-7 ]