5-(dimethylsulfamoyl)-N-(5-methyl-1,3-thiazol-2-yl)-2-(pyrrolidin-1-yl)benzamide

Base Information

Chemical Name:5-(dimethylsulfamoyl)-N-(5-methyl-1,3-thiazol-2-yl)-2-(pyrrolidin-1-yl)benzamide
CAS No.:790702-57-7
Molecular Formula:C₁₇H₂₂N₄O₃S₂
Molecular Weight:394.519
Hs Code.:
European Community (EC) Number:839-712-9
DSSTox Substance ID:DTXSID601322912
Nikkaji Number:J3.628.467F
ChEMBL ID:CHEMBL1720448

Synonyms:5-(N,N-dimethylsulfamoyl)-N-(5-methylthiazol-2-yl)-2-(pyrrolidin-1-yl)benzamide;CID2519269;ML414 compound;NGI-1 compound

Suppliers and Price of 5-(dimethylsulfamoyl)-N-(5-methyl-1,3-thiazol-2-yl)-2-(pyrrolidin-1-yl)benzamide

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
5-(Dimethylsulfamoyl)-N-(5-methyl-1,3-thiazol-2-yl)-2-(pyrrolidin-1-yl)benzamide
5mg
$ 130.00

Tocris
NGI1 ≥98%(HPLC)
25
$ 181.00

Tocris
NGI1 ≥98%(HPLC)
5
$ 78.00

Sigma-Aldrich
NGI-1 ≥95% (HPLC)
5mg
$ 90.30

Sigma-Aldrich
NGI-1 ≥95% (HPLC)
25mg
$ 364.00

DC Chemicals
NGI-1(ML414) >98%
1 g
$ 1700.00

DC Chemicals
NGI-1(ML414) >98%
250 mg
$ 850.00

Crysdot
ML414 99%
100mg
$ 480.00

Crysdot
ML414 99%
50mg
$ 284.00

Crysdot
ML414 99%
25mg
$ 222.00

Total 15 raw suppliers

Chemical Property of 5-(dimethylsulfamoyl)-N-(5-methyl-1,3-thiazol-2-yl)-2-(pyrrolidin-1-yl)benzamide

Chemical Property:

XLogP3:2.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:5
Exact Mass:394.11333292
Heavy Atom Count:26
Complexity:602

Purity/Quality:

99%, ^*data from raw suppliers

5-(Dimethylsulfamoyl)-N-(5-methyl-1,3-thiazol-2-yl)-2-(pyrrolidin-1-yl)benzamide ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC1=CN=C(S1)NC(=O)C2=C(C=CC(=C2)S(=O)(=O)N(C)C)N3CCCC3
Description NGI-1 (790702-57-7) is a cell-permeable inhibitor of oligosaccharyltransferase (OST) – IC50 = 1.1 μM.1 It blocks cell-surface localization and signaling of the epidermal growth factor receptor (EGFR) glycoprotein and selectively arrests proliferation only in cells dependent on EGFR for survival. NGI-1 caused G1 arrest and senescence in RTK-dependent NSCLC cells (PC9, HCC827, H3255,H1581). NGI-1 displays antiviral behavior against various flaviviruses (Dengue, West Nile, Yellow fever and Zika).2 It also was able to overcome resistance to EGFR tyrosine kinase inhibitors in mutant NSCLC cells3 and enhance radiosensitivity and cytotoxic effects of chemotherapy in glioma cells with high levels of RTK activation4.

Technology Process of 5-(dimethylsulfamoyl)-N-(5-methyl-1,3-thiazol-2-yl)-2-(pyrrolidin-1-yl)benzamide

There total 6 articles about 5-(dimethylsulfamoyl)-N-(5-methyl-1,3-thiazol-2-yl)-2-(pyrrolidin-1-yl)benzamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 35.0%

: 7305-71-7
5-methyl-2-thiazol-2-amine

: 5-(N,N-dimethylsulfamoyl)-2-(pyrrolidin-1-yl)benzoic acid

: 790702-57-7
5-(dimethylsulfamoyl)-N-(5-methyl-1,3-thiazol-2-yl)-2-(pyrrolidin-1-yl)benzamide

Guidance literature:: 5-(N,N-dimethylsulfamoyl)-2-(pyrrolidin-1-yl)benzoic acid; With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 0.25h;

5-methyl-2-thiazol-2-amine; In N,N-dimethyl-formamide; at 100 ℃; for 3.5h;

Reference yield:

: methyl 5-(N,N-dimethylsulfamoyl)-2-(((trifluoromethyl)sulfonyl)oxy)benzoate

: 790702-57-7
5-(dimethylsulfamoyl)-N-(5-methyl-1,3-thiazol-2-yl)-2-(pyrrolidin-1-yl)benzamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: acetonitrile / 1 h / 80 °C

2.1: water monomer; sodium hydroxide / methanol / 1.5 h / 90 °C

3.1: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 0.25 h / 20 °C

3.2: 3.5 h / 100 °C

With water monomer; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In methanol; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 60638-81-5
5-chlorosulfonyl-2-hydroxy-benzoicacid methylester

: 790702-57-7
5-(dimethylsulfamoyl)-N-(5-methyl-1,3-thiazol-2-yl)-2-(pyrrolidin-1-yl)benzamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 0.5 h / 20 °C

1.2: 2.17 h / 20 °C

2.1: pyridine / dichloromethane / 3.17 h / 0 - 20 °C

3.1: acetonitrile / 1 h / 80 °C

4.1: water monomer; sodium hydroxide / methanol / 1.5 h / 90 °C

5.1: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 0.25 h / 20 °C

5.2: 3.5 h / 100 °C

With pyridine; water monomer; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;