ChemicalBook > CAS DataBase List > 2-[2-[4-(4-NITROBENZYLOXY)PHENYL]ETHYL]ISOTHIOUREA MESYLATE

2-[2-[4-(4-NITROBENZYLOXY)PHENYL]ETHYL]ISOTHIOUREA MESYLATE

Product Name
2-[2-[4-(4-NITROBENZYLOXY)PHENYL]ETHYL]ISOTHIOUREA MESYLATE
CAS No.
182004-65-5
Chemical Name
2-[2-[4-(4-NITROBENZYLOXY)PHENYL]ETHYL]ISOTHIOUREA MESYLATE
Synonyms
IN1281;KB-R7943;KB-R7943 MESYLATE;KB-R7943, NCX inhibitor;KB-R7943 mesylate, 10 mM in DMSO;KB-R7943 - CAS 182004-65-5 - Calbiochem;-[2-[4-(4-NITROBENZYLOXY)PHENYL]ETHYL]ISOTHIOUREA MESYLATE;2-[2-[4-(4-NITROBENZYLOXY)PHENYL]ETHYL]ISOTHIOUREA MESYLATE;S-[4-[(4-Nitrobenzyl)oxy]phenethyl]isothiourea Methanesulfonate;4-((4-Nitrobenzyl)oxy)phenethyl carbaMiMidothioate Methanesulfonate
CBNumber
CB6422033
Molecular Formula
C17H21N3O6S2
Formula Weight
427.49
MOL File
182004-65-5.mol
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2-[2-[4-(4-NITROBENZYLOXY)PHENYL]ETHYL]ISOTHIOUREA MESYLATE Property

Melting point:
>214°C (dec.)
storage temp. 
Inert atmosphere,2-8°C
solubility 
Soluble in DMSO (up to 50 mg/ml).
form 
White crystalline solid
color 
Tan
Water Solubility 
water: 4mg/mL
DMSO: 40mg/mL
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
InChI
InChI=1S/C16H17N3O3S.CH4O3S/c17-16(18)23-10-9-12-3-7-15(8-4-12)22-11-13-1-5-14(6-2-13)19(20)21;1-5(2,3)4/h1-8H,9-11H2,(H3,17,18);1H3,(H,2,3,4)
InChIKey
WGIKEBHIKKWJLG-UHFFFAOYSA-N
SMILES
S(O)(=O)(=O)C.C(C1C=CC(N(=O)=O)=CC=1)OC1C=CC(CCSC(N)=N)=CC=1
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Safety

HS Code 
2930.90.2900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H400Very toxic to aquatic life

Precautionary statements

P273Avoid release to the environment.

P391Collect spillage. Hazardous to the aquatic environment

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
420336-M
Product name
KB-R7943
Packaging
1 unit
Price
$154
Updated
2025/07/31
TCI Chemical
Product number
N0966
Product name
S-[4-[(4-Nitrobenzyl)oxy]phenethyl]isothiourea Methanesulfonate
Purity
>98.0%(HPLC)
Packaging
10mg
Price
$119
Updated
2025/07/31
TCI Chemical
Product number
N0966
Product name
S-[4-[(4-Nitrobenzyl)oxy]phenethyl]isothiourea Methanesulfonate
Purity
>98.0%(HPLC)
Packaging
50mg
Price
$413
Updated
2025/07/31
Cayman Chemical
Product number
16352
Product name
KB-R7943 (mesylate)
Purity
≥98%
Packaging
5mg
Price
$49
Updated
2024/03/01
Cayman Chemical
Product number
16352
Product name
KB-R7943 (mesylate)
Purity
≥98%
Packaging
10mg
Price
$77
Updated
2024/03/01
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2-[2-[4-(4-NITROBENZYLOXY)PHENYL]ETHYL]ISOTHIOUREA MESYLATE Chemical Properties,Usage,Production

Description

KB-R7943 (182004-65-5) is a potent and selective inhibitor of the reversed Na+/Ca2+ exchanger (NCE or NCX; IC50‘s = 1.2-2.4 μM in cardiomyocytes, smooth muscle cells, NCX1-transfected fibroblasts1; 0.7 μM in cultured rat forebrain2). KB-R7943 has also been shown to inhibit the mitochondrial Ca2+ uniporter (MCU) Ki = 5.5 μM.3 Recently shown to inhibit complex I in the mitochondrial respiratory chain (IC50 = 11.4 μM) and block NMDA receptors (IC50 = 13.4 μM).4

Uses

KB-R7943 Mesylate is a selective inhibitor of the reverse mode of Na+/Ca2+ exchange in cells expressing NCX1.

General Description

A cell-permeable inhibitor of the influx/reverse mode of the Na+/Ca2+ exchanger (NCX) (IC50 = 4.3 μM for NCX1, 4.7 μM for NCX2, and 1.4 μM for NCX3). Directly modulates Na+/Mg2+ exchange in a Ca2+-dependent manner. Reported ot offer neuronal and cardio-protection against ischemic injury. Also inhibits nicotinic acetylcholine receptors and NMDA receptor channels (IC50<10 μM).

Biological Activity

Potent, selective inhibitor of the reverse mode of the Na + /Ca 2+ exchanger (IC 50 = 0.7 mM). Does not affect Na + -dependent transport systems, Na + channels or ionotropic glutamate receptors.

Biochem/physiol Actions

Target IC50: 4.3 μM, 4.7 μM, and 1.4 μM for NCX1,NCX2, and NCX3, respectively

storage

Room temperature

References

[1] T IWAMOTO  M S  T Watano. A novel isothiourea derivative selectively inhibits the reverse mode of Na+/Ca2+ exchange in cells expressing NCX1.[J]. The Journal of Biological Chemistry, 1996, 271 37: 22391-22397. DOI:10.1074/jbc.271.37.22391
[2] K. HOYT. Reverse Na+/Ca2+ exchange contributes to glutamate-induced intracellular Ca2+ concentration increases in cultured rat forebrain neurons.[J]. Molecular Pharmacology, 1998, 53 4 1: 742-749. DOI:10.1124/mol.53.4.742
[3] J SANTO-DOMINGO. The plasma membrane Na+/Ca2+ exchange inhibitor KB-R7943 is also a potent inhibitor of the mitochondrial Ca2+ uniporter[J]. British Journal of Pharmacology, 2009, 151 5: 647-654. DOI:10.1038/sj.bjp.0707260
[4] TATIANA BRUSTOVETSKY. KB-R7943, an inhibitor of the reverse Na+/Ca2+ exchanger, blocks N-methyl-D-aspartate receptor and inhibits mitochondrial complex I[J]. British Journal of Pharmacology, 2010, 162 1: 255-270. DOI:10.1111/j.1476-5381.2010.01054.x

2-[2-[4-(4-NITROBENZYLOXY)PHENYL]ETHYL]ISOTHIOUREA MESYLATE Preparation Products And Raw materials

Raw materials

Preparation Products

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2-[2-[4-(4-NITROBENZYLOXY)PHENYL]ETHYL]ISOTHIOUREA MESYLATE Suppliers

Americas 1 China 98 Europe 2 Germany 2 India 2 Japan 1 United Kingdom 5 United States 22 Global 133
TCI Europe
Tel
320-37350700
Fax
+32 (0)37350701
Email
sales@tcieurope.eu
Country
Europe
ProdList
23671
Advantage
75
Labinova AB
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Email
info@labinova.se
Country
Europe
ProdList
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View Lastest Price from 2-[2-[4-(4-NITROBENZYLOXY)PHENYL]ETHYL]ISOTHIOUREA MESYLATE manufacturers

Career Henan Chemical Co
Product
2-[2-[4-(4-NITROBENZYLOXY)PHENYL]ETHYL]ISOTHIOUREA MESYLATE 182004-65-5
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200kgs
Release date
2020-01-29

182004-65-5, 2-[2-[4-(4-NITROBENZYLOXY)PHENYL]ETHYL]ISOTHIOUREA MESYLATERelated Search:

BAPTA-AM Vanoxerine dihydrochloride SKF 96365 HYDROCHLORIDE IONOMYCIN SULFURYL FLUORIDE Salvia polyphenolate IMINOCTADINE TRIS(ALBESILATE) 2-[2-[4-(4-NITROBENZYLOXY)PHENYL]ETHYL]ISOTHIOUREA MESYLATE

  • Carbamimidothioic acid 2-[4-[(4-nitrophenyl)methoxy]phenyl]ethyl ester methanesulfonate
  • Carbamimidothioic acid 2-[4-[(4-nitrophenyl)methoxy]phenyl]ethyl ester monomethanesulfonate
  • KB-R7943
  • KB-R7943 MESYLATE
  • 2-[2-[4-(4-NITROBENZYLOXY)PHENYL]ETHYL]ISOTHIOUREA MESYLATE
  • 2-(2-(4-(4-NITROBENZYLOXY)PHENYL)ETHYL)ISOTHIOUREA, METHANE SULFONATE
  • <i>S</i>-[4-[(4-Nitrobenzyl)oxy]phenethyl]isothiourea Methanesulfonate
  • 4-((4-Nitrobenzyl)oxy)phenethyl carbaMiMidothioate Methanesulfonate
  • S-[4-[(4-Nitrobenzyl)oxy]phenethyl]isothiourea Methanesulfonate
  • KB-R7943 - CAS 182004-65-5 - Calbiochem
  • IN1281
  • KB R7943; KB-R 7943; KBR7943; 182004-65-5; KB-R7943 MESYLATE; 2-[2-[4-(4-NITROBENZYLOXY)PHENYL]ETHYL]ISOTHIOUREA MESYLATE; IN1281; KB-R 7943
  • S-[4-[(4-Nitrobenzyl)oxy]phenethyl]isothiourea Methanesulfonate &gt
  • Carbamimidothioic Acid 4-[(4-Nitrobenzyl)oxy]phenethyl Ester Methanesulfonate
  • -[2-[4-(4-NITROBENZYLOXY)PHENYL]ETHYL]ISOTHIOUREA MESYLATE
  • KB-R7943, NCX inhibitor
  • KB-R7943 mesylate, 10 mM in DMSO
  • 182004-65-5
  • C16H17N3O3SCH3SO3H
  • C17H21N3O6S2
  • C16H17N3O3SCH4O3S
  • CH4O3SC16H17N3O3S
  • Signalling
  • Ion transporter and other ion channel