4 hydroxy tolbutamide

Names

[ Name ]:
4 hydroxy tolbutamide

[Synonym ]:
1-Butyl-3-(4-hydroxymethylphenyl)sulfonylurea
Benzenesulfonamide, N-[(butylamino)carbonyl]-4-(hydroxymethyl)-
hydroxymethyl-TB
4-OH-tolbutamide
Methylhydroxytolbutamide
hydroxymethyltolbutamide
Hydroxytolbutamide
4-Hydroxytolbutamide
4 hydroxy tolbutamide
N-(Butylcarbamoyl)-4-(hydroxymethyl)benzenesulfonamide
[14C]-Hydroxytolbutamide
N-(Butylaminocarbonyl)-4-hydroxymethylbenzenesulfonamide
1-butyl-3-[4-(hydroxymethyl)phenyl]sulfonylurea

Biological Activity

[Description]:

4-Hydroxytolbutamide (Hydroxytolbutamide) is a metabolite of Tolbutamide. 4-Hydroxytolbutamide is metabolized by CYP2C8 and CYP2C9. Tolbutamide is a first generation potassium channel blocker and a sulfonylurea oral antidiabetic[1][2].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Autophagy >> Autophagy

Research Areas >> Metabolic Disease

Signaling Pathways >> Membrane Transporter/Ion Channel >> Potassium Channel

[Target]

Potassium channel

[References]

[1]. Hansen LL, et al. Quantitative determination of tolbutamide and its metabolites in human plasma and urine by high-performance liquid chromatography and UV detection. Ther Drug Monit. 1999 Dec;21(6):664-71.

[2]. Yuan R, et al. Evaluation of cytochrome P450 probe substrates commonly used by the pharmaceutical industry to study in vitro drug interactions. Drug Metab Dispos. 2002 Dec;30(12):1311-9.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Melting Point ]:
100-102ºC

[ Molecular Formula ]:
C₁₂H₁₈N₂O₄S

[ Molecular Weight ]:
286.347

[ Flash Point ]:
2℃

[ Exact Mass ]:
286.098724

[ PSA ]:
103.88000

[ LogP ]:
0.70

[ Index of Refraction ]:
1.553

[ Storage condition ]:
2-8°C

[ Water Solubility ]:
ethanol: 12 mg/mL

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS02, GHS07

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H225-H302 + H312 + H332-H319

[ Precautionary Statements ]:
P210-P261-P302 + P352 + P312-P304 + P340 + P312-P337 + P313-P403 + P235

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
F,Xn

[ Risk Phrases ]:
11-20/21/22-36

[ Safety Phrases ]:
16-36/37-24/25

[ RIDADR ]:
UN 1648 3 / PGII

[ WGK Germany ]:
3

[ HS Code ]:
29350090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

The in-vitro effect of complementary and alternative medicines on cytochrome P450 2C9 activity.

J. Pharm. Pharmacol. 66(9) , 1339-46, (2014)

The aim of this study is to establish the inhibitory effects of 14 commonly used complementary and alternative medicines (CAM) on the metabolism of cytochrome P450 2C9 (CYP2C9) substrates 7-methoxy-4-...

Metabolic characterization of meso-dihydroguaiaretic acid in liver microsomes and in mice.

Food Chem. Toxicol. 76 , 94-102, (2015)

meso-Dihydroguaiaretic acid (MDGA) is a major component of Myristica fragrans and Machilus thunbergii that is traditionally used as a spice and for medicinal purposes. Despite reports of various biolo...

Evaluation of thein vitro/in vivodrug interaction potential of BST204, a purified dry extract of ginseng, and its four bioactive ginsenosides through cytochrome P450 inhibition/induction and UDP-glucuronosyltransferase inhibition

Food Chem. Toxicol. 68 , 117-27, (2014)

• BST204 is a purified dry extract of ginseng containing high amounts of Rh2 and Rg3. • BST204 had only weak inhibitory effects on nine CYPs and five UGTs. • It is unlikely that BST204 alter pharmacok...

Related Compounds

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