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Merck
CN

274666

Thymoquinone

≥98%

Synonym(s):

2-Isopropyl-5-methyl-1,4-benzoquinone

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About This Item

Empirical Formula (Hill Notation):
C10H12O2
CAS Number:
Molecular Weight:
164.20
NACRES:
NA.47
PubChem Substance ID:
UNSPSC Code:
12171500
EC Number:
207-721-1
MDL number:
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Quality Level

assay

≥98%

form

solid

technique(s)

titration: suitable

color

yellow

bp

230-232 °C (lit.)

mp

45-47 °C (lit.)

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

CC(C)C1=CC(=O)C(C)=CC1=O

InChI

1S/C10H12O2/c1-6(2)8-5-9(11)7(3)4-10(8)12/h4-6H,1-3H3

InChI key

KEQHJBNSCLWCAE-UHFFFAOYSA-N

General description

Thymoquinone (TQ), also known as 2-isopropyl-5-methyl-1, 4-benzoquinone, is present in a crystalline triclinic form. It is the bioactive constituent of the volatile oil of black seed. TQ exhibits anti-inflammatory, antioxidant and anti-neoplastic effects both in vitro and in vivo.

Application

Thymoquinone has been used as an inhibitor of Escherichia coli ATP synthase and cell growth. It is also used as a drug against lower limb ischemia-reperfusion injury of the sciatic nerve and femoral muscle.
Thymoquinone is employed in preclinical studies as a neuroprotective and anticonvulsant agent.


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Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

219.2 °F - closed cup

flash_point_c

104 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Regine Schneider-Stock et al.
Drug discovery today, 19(1), 18-30 (2013-09-05)
Thymoquinone (TQ), the main active constituent of black seed essential oil, exhibits promising effects against inflammatory diseases and cancer. TQ, modulates signaling pathways that are key to cancer progression, and enhances the anticancer potential of clinical drugs while reducing their
Thymoquinone Inhibits Escherichia coli ATP Synthase and Cell Growth
Ahmad Z
PLoS ONE, 10 (2015)
Hanene Jrah-Harzallah et al.
European journal of cancer (Oxford, England : 1990), 49(5), 1127-1135 (2012-11-08)
We evaluated pre- and post-thymoquinone (TQ) treatment on 1,2-dimethyl-hydrazine (DMH)-induced oxidative stress during initiation and promotion of colon carcinogenesis. Wistar rats were induced with DMH (20mg/kg) for 10 or 20 weeks, and treated with TQ (5mg/kg). Following sacrifice, the colons



Global Trade Item Number

SKUGTIN
274666-1G04061826162699
274666-5G04061826162705