ChemicalBook CAS DataBase List NSC-1125476, Tetrahydro-5-[(2-hydroxy-1-naphthalenyl)methyl]-6-phenyl-2-thioxo-4(1H)-Pyrimidinone, 5-(2-Hydroxynaphthalen-1-ylmethyl)-6-phenyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one, 5-[(2-hydroxy-1-naphthyl)methyl]-2-mercapto-6-phenyl-4(3H)-Pyrimidinone

NSC-1125476, Tetrahydro-5-[(2-hydroxy-1-naphthalenyl)methyl]-6-phenyl-2-thioxo-4(1H)-Pyrimidinone, 5-(2-Hydroxynaphthalen-1-ylmethyl)-6-phenyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one, 5-[(2-hydroxy-1-naphthyl)methyl]-2-mercapto-6-phenyl-4(3H)-Pyrimidinone

Product NameNSC-1125476, Tetrahydro-5-[(2-hydroxy-1-naphthalenyl)methyl]-6-phenyl-2-thioxo-4(1H)-Pyrimidinone, 5-(2-Hydroxynaphthalen-1-ylmethyl)-6-phenyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one, 5-[(2-hydroxy-1-naphthyl)methyl]-2-mercapto-6-phenyl-4(3H)-Pyrimidinone
CAS14513-15-6
CBNumberCB92099412
MFC21H16N2O2S
MW360.43
MDL NumberMFCD09057543
MOL File14513-15-6.mol
MSDS FileSDS

Chemical Properties

Melting point	235 °C(dec.)
Density	1.41±0.1 g/cm3(Predicted)
storage temp.	room temp
solubility	DMSO: ≥10mg/mL
form	White solid
pka	7.24±0.25(Predicted)
color	White to Off-White
InChI	1S/C21H16N2O2S/c24-18-11-10-13-6-4-5-9-15(13)16(18)12-17-19(14-7-2-1-3-8-14)22-21(26)23-20(17)25/h1-11,24H,12H2,(H2,22,23,25,26)
InChIKey	RVNSQVIUFZVNAU-UHFFFAOYSA-N
SMILES	Oc1ccc2ccccc2c1CC3=C(NC(=S)NC3=O)c4ccccc4
FDA UNII	8S2PHY4FNC
UNSPSC Code	12352200
NACRES	NA.77

Safety

Symbol(GHS)

Signal word

Warning

Hazard statements

H302-H319

Precautionary statements

P305+P351+P338

Hazard Codes

Risk Statements

WGK Germany

HS Code

2933.59.8000

Storage Class

11 - Combustible Solids

NFPA 704:

	0
2		0

NSC-1125476, Tetrahydro-5-[(2-hydroxy-1-naphthalenyl)methyl]-6-phenyl-2-thioxo-4(1H)-Pyrimidinone, 5-(2-Hydroxynaphthalen-1-ylmethyl)-6-phenyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one, 5-[(2-hydroxy-1-naphthyl)methyl]-2-mercapto-6-phenyl-4(3H)-Pyrimidinone Price

Product number	Packaging	Price	Product description	Buy
Sigma-Aldrich C0494	5mg	$233	Cambinol ≥97% (HPLC), white powder	Buy
Sigma-Aldrich 566323	5mg	$300	SIRT1/2 Inhibitor IV, Cambinol The SIRT1/2 Inhibitor IV, Cambinol, also referenced under CAS 14513-15-6, controls the biological activity of SIRT1/2. This small molecule/inhibitor is primarily used for Cell Structure applications.	Buy
TCI Chemical C3535	5MG	$110	Cambinol	Buy
TCI Chemical C3535	25MG	$383	Cambinol	Buy
Cayman Chemical 14407	1mg	$36	SIRT1/2 Inhibitor IV ≥98%	Buy

NSC-1125476, Tetrahydro-5-[(2-hydroxy-1-naphthalenyl)methyl]-6-phenyl-2-thioxo-4(1H)-Pyrimidinone, 5-(2-Hydroxynaphthalen-1-ylmethyl)-6-phenyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one, 5-[(2-hydroxy-1-naphthyl)methyl]-2-mercapto-6-phenyl-4(3H)-Pyrimidinone Chemical Properties,Usage,Production

Uses

SIRT1/2 Inhibitor IV, Cambinol is an inhibitor of SIRT1, SIRT2, and SIRT5.

Uses

Cambinol has been used:

as an inhibitor of sirutins (SIRT1 and 2) in hepatocarcinoma cell lines to test its effect on cellular viability and colony formation
as a SIRT1 and SIRT2 inhibitor to test its effect on frizzled 7 (FZD7) expression in the breast cancer cells MDA-MB-231 and T-47D cells
as a sirutin inhibitor in L929 cells to test its protective effect against tumor necrosis factor (TNF)-induced cell death

Biochem/physiol Actions

Cambinol is a Sirtuin (Human Silent Information Regulator) Type 1/2 Inhibitor. Sirtuins are structurally and mechanistically unrelated to HDACs Class 1 & 2 deacetylases but share many protein targets. HDAC is a large complex enzyme family involved in epigenetic-control of gene expression. Sirt2 has an IC50 equal to 59 μM.

in vivo

Cambinol is well tolerated in mice (100 mg/kg) and inhibits growth of Burkitt lymphoma xenografts. No significant weight loss occurs in cambinol-treated animals relative to controls. Inhibitors of NAD-dependent deacetylases may constitute novel anticancer agents^[1].

IC 50

SIRT1: 56 μM (IC₅₀); SIRT2: 59 μM (IC₅₀)

storage

Store at -20°C

References

heltweg b, gatbonton t, schuler ad, et al. antitumor activity of a small-molecule inhibitor of human silent information regulator 2 enzymes. cancer res. 2006 apr 15;66(8):4368-77.laemmle a, lechleiter a, roh v, et al. inhibition of sirt1 impairs the accumulation and transcriptional activity of hif-1α protein under hypoxic conditions. plos one. 2012;7(3):e33433.

Preparation Products And Raw materials

NSC-1125476, Tetrahydro-5-[(2-hydroxy-1-naphthalenyl)methyl]-6-phenyl-2-thioxo-4(1H)-Pyrimidinone, 5-(2-Hydroxynaphthalen-1-ylmethyl)-6-phenyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one, 5-[(2-hydroxy-1-naphthyl)methyl]-2-mercapto-6-phenyl-4(3H)-Pyrimidinone Supplier

Supplier	Tel	Email	Country	ProdList	Advantage
TOKYO CHEMICAL INDUSTRY CO., LTD.	03-36680489	Sales-JP@TCIchemicals.com	Japan	28364	80
TCI Europe	320-37350700	sales@tcieurope.eu	Europe	23654	75
TCI AMERICA	800-4238616	sales@tciamerica.com	Americas	23636	75
Sigma-Aldrich	021-61415566 800-8193336	orderCN@merckgroup.com	China	51389	80
Shanghai Lollane Biological Technology Co.,Ltd.	021-52996696，15000506266 15000506266		China	4865	55
Shanghai EFE Biological Technology Co., Ltd.	021-65675885 18964387627	info@efebio.com	China	9799	58
Shanghai YuanYe Biotechnology Co., Ltd.	15026964105	2881489226@qq.com	China	87240	60
ShangHai Biochempartner Co.,Ltd	177-54423994 17754423994	2853530910@QQ.com	China	7996	62
Shanghai SuperLan Chemcial Technique Centre	0-2022843681 15618226720	chaolaichem@foxmail.com	China	9996	58
Beijing Solarbio Science & Tecnology Co., Ltd.	17801761073 18101056239	3193328036@qq.com	China	28149	68

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NSC-1125476, Tetrahydro-5-[(2-hydroxy-1-naphthalenyl)methyl]-6-phenyl-2-thioxo-4(1H)-Pyrimidinone, 5-(2-Hydroxynaphthalen-1-ylmethyl)-6-phenyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one, 5-[(2-hydroxy-1-naphthyl)methyl]-2-mercapto-6-phenyl-4(3H)-Pyrimidinone Spectrum

14513-15-6, NSC-1125476, Tetrahydro-5-[(2-hydroxy-1-naphthalenyl)methyl]-6-phenyl-2-thioxo-4(1H)-Pyrimidinone, 5-(2-Hydroxynaphthalen-1-ylmethyl)-6-phenyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one, 5-[(2-hydroxy-1-naphthyl)methyl]-2-mercapto-6-phenyl-4(3H)-PyrimidinoneRelated Search

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