ChemicalBook > CAS DataBase List > N-[2-(Benzoylamino)-6-benzothiazolyl]tricyclo[3.3.1.13,7]decane-1-carboxamide

N-[2-(Benzoylamino)-6-benzothiazolyl]tricyclo[3.3.1.13,7]decane-1-carboxamide

Product Name
N-[2-(Benzoylamino)-6-benzothiazolyl]tricyclo[3.3.1.13,7]decane-1-carboxamide
CAS No.
362003-83-6
Chemical Name
N-[2-(Benzoylamino)-6-benzothiazolyl]tricyclo[3.3.1.13,7]decane-1-carboxamide
Synonyms
NVP 231;CS-1722;NVP-231;NVP231;NVP-231;NVP 231;NVP231;NVP 231, 10 mM in DMSO;NVP-231(Ceramide Kinase Inhibitor);N-(2-Benzamidobenzo[d]thiazol-6-yl)adamantane-1-carboxamide;adamantane-1-carboxylic acid (2-benzoylamino-benzothiazol-6-yl)amide;(3R,5R,7R)-N-(2-Benzamidobenzo[d]thiazol-6-yl)adamantan-1-carboxamide;(3r,5r,7r)-N-(2-benzamidobenzo[d]thiazol-6-yl)adamantane-1-carboxamide
CBNumber
CB42518895
Molecular Formula
C25H25N3O2S
Formula Weight
431.55
MOL File
362003-83-6.mol
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N-[2-(Benzoylamino)-6-benzothiazolyl]tricyclo[3.3.1.13,7]decane-1-carboxamide Property

Melting point:
246-248 °C(Solv: isopropanol (67-63-0); water (7732-18-5))
Density 
1.398±0.06 g/cm3(Predicted)
storage temp. 
Store at +4°C
solubility 
DMSO: >10mg/mL
pka
9.09±0.70(Predicted)
form 
powder
color 
white to off-white
Stability:
Stable for 1 year as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.
InChI
InChI=1S/C25H25N3O2S/c29-22(18-4-2-1-3-5-18)28-24-27-20-7-6-19(11-21(20)31-24)26-23(30)25-12-15-8-16(13-25)10-17(9-15)14-25/h1-7,11,15-17H,8-10,12-14H2,(H,26,30)(H,27,28,29)
InChIKey
MVSSJPGNLQPWSW-UHFFFAOYSA-N
SMILES
C12(C(NC3C=C4SC(NC(=O)C5=CC=CC=C5)=NC4=CC=3)=O)CC3CC(CC(C3)C1)C2
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Safety

WGK Germany 
nwg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
N9289
Product name
NVP-231
Purity
≥98% (HPLC)
Packaging
5mg
Price
$144.4
Updated
2025/07/31
Sigma-Aldrich
Product number
N9289
Product name
NVP-231
Purity
≥98% (HPLC)
Packaging
25mg
Price
$641
Updated
2025/07/31
Cayman Chemical
Product number
13858
Product name
NVP-231
Purity
≥98%
Packaging
1mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
13858
Product name
NVP-231
Purity
≥98%
Packaging
5mg
Price
$93
Updated
2024/03/01
Cayman Chemical
Product number
13858
Product name
NVP-231
Purity
≥98%
Packaging
10mg
Price
$169
Updated
2024/03/01
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N-[2-(Benzoylamino)-6-benzothiazolyl]tricyclo[3.3.1.13,7]decane-1-carboxamide Chemical Properties,Usage,Production

Description

NVP-231 (362003-83-6) is a reversible inhibitor of ceramide kinase (IC50 = 12 nM).1 At 10 nM, it inhibited ceramide-1-phosphate formation by >50% and at 100 nM it completely inhibited its formation in cell culture.? NVP-231 was inactive against hSphK1/2, hPI3Ka, hPI4Kb, hVps34, hGCS, hSMS-1, CERT, and 500-fold less potent against hDAGKa.? NVP-231 inhibited breast and lung cancer cell proliferation via M phase arrest.2 It potently blocked cell migration and invasion in PANC-1 pancreatic cancer cells3 as well as MDA-MB-231 breast cancer cells4.

Uses

A ceramide kinase inhibitors that completely inhibits binding of ceramide to CerK and protects against C2-Cer-induced cell death.

storage

Store at +4°C

References

[1] CHRISTINE GRAF. Targeting ceramide metabolism with a potent and specific ceramide kinase inhibitor.[J]. Molecular Pharmacology, 2008, 74 4: 925-932. DOI:10.1124/mol.108.048652
[2] OLEKSANDR PASTUKHOV. The ceramide kinase inhibitor NVP-231 inhibits breast and lung cancer cell proliferation by inducing M phase arrest and subsequent cell death[J]. British Journal of Pharmacology, 2014, 171 24: 5829-5844. DOI:10.1111/bph.12886
[3] IO-GUANÉ RIVERA . Ceramide 1-phosphate regulates cell migration and invasion of human pancreatic cancer cells[J]. Biochemical pharmacology, 2016, 102: Pages 107-119. DOI:10.1016/j.bcp.2015.12.009
[4] STEPHANIE SCHWALM. Ceramide Kinase Is Upregulated in Metastatic Breast Cancer Cells and Contributes to Migration and Invasion by Activation of PI 3-Kinase and Akt.[J]. International Journal of Molecular Sciences, 2020, 21 4. DOI:10.3390/ijms21041396

N-[2-(Benzoylamino)-6-benzothiazolyl]tricyclo[3.3.1.13,7]decane-1-carboxamide Preparation Products And Raw materials

Raw materials

Preparation Products

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N-[2-(Benzoylamino)-6-benzothiazolyl]tricyclo[3.3.1.13,7]decane-1-carboxamide Suppliers

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View Lastest Price from N-[2-(Benzoylamino)-6-benzothiazolyl]tricyclo[3.3.1.13,7]decane-1-carboxamide manufacturers

Career Henan Chemical Co
Product
N-[2-(Benzoylamino)-6-benzothiazolyl]tricyclo[3.3.1.13,7]decane-1-carboxamide 362003-83-6
Price
US $1.00/g
Min. Order
1g
Purity
99%
Supply Ability
200kg
Release date
2020-01-14

362003-83-6, N-[2-(Benzoylamino)-6-benzothiazolyl]tricyclo[3.3.1.13,7]decane-1-carboxamideRelated Search:

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  • adamantane-1-carboxylic acid (2-benzoylamino-benzothiazol-6-yl)amide
  • N-[2-(Benzoylamino)-6-benzothiazolyl]tricyclo[3.3.1.13,7]decane-1-carboxamide
  • NVP 231
  • NVP-231;NVP231
  • CS-1722
  • NVP-231;NVP 231;NVP231
  • Tricyclo[3.3.1.13,7]decane-1-carboxamide, N-[2-(benzoylamino)-6-benzothiazolyl]-
  • NVP231,inhibit,mcf-7,cancer,cerk,Apoptosis,NVP 231,Inhibitor,NCI-H358,NVP-231
  • N-(2-Benzamidobenzo[d]thiazol-6-yl)adamantane-1-carboxamide
  • (3r,5r,7r)-N-(2-benzamidobenzo[d]thiazol-6-yl)adamantane-1-carboxamide
  • NVP-231(Ceramide Kinase Inhibitor)
  • NVP 231, 10 mM in DMSO
  • rac-(3r,5r,7r)-n-(2-benzamidobenzo[d]thiazol-6-yl)adamantane-1-carboxamide
  • (3R,5R,7R)-N-(2-Benzamidobenzo[d]thiazol-6-yl)adamantan-1-carboxamide
  • 362003-83-6
  • Inhibitors