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Catalogue Number
AV-F01138
Analysis Method
HPLC,NMR,MS
Specification
98%
Storage
-20℃
Molecular Weight
208.25
Appearance
Oil
Botanical Source
Structure Type
Quinones
Category
Standards;Natural Pytochemical;API
SMILES
CCCCCC1=CC(=O)C=C(C1=O)OC
Synonyms
Primin/2-methoxy-6-pentylcyclohexa-2,5-diene-1,4-dione/2-methoxy-6-pentyl-2,5-cyclohexadiene-1,4-dione/2,5-Cyclohexadiene-1,4-dione, 2-methoxy-6-pentyl-/2-methoxy-6-n-pentyl-1,4-benzoquinone/2-Methoxy-6-pentyl-1,4-benzoquinone/2-methoxy-6-n-pentyl-p-benzoquinone/2-Methoxy-6-n-pentyl-1,4-benzochinon
IUPAC Name
2-methoxy-6-pentylcyclohexa-2,5-diene-1,4-dione
Applications
Density
1.1±0.1 g/cm3
Solubility
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Flash Point
137.7±24.9 °C
Boiling Point
316.9±31.0 °C at 760 mmHg
Melting Point
InChl
InChI=1S/C12H16O3/c1-3-4-5-6-9-7-10(13)8-11(15-2)12(9)14/h7-8H,3-6H2,1-2H3
InChl Key
WLWIMKWZMGJRBS-UHFFFAOYSA-N
WGK Germany
RID/ADR
HS Code Reference
Personal Projective Equipment
Correct Usage
For Reference Standard and R&D, Not for Human Use Directly.
Meta Tag
provides coniferyl ferulate(CAS#:15121-94-5) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate
No Technical Documents Available For This Product.
25799880
BACKGROUND:
Primin is the main contact allergen found in the ornamental plant Primula obconica Hance.
OBJECTIVE:
To analyse the temporal trend of sensitivity to primin in north-eastern Italy and to evaluate the associations with occupations in our geographical area.
METHODOLOGY:
From 1996 to 2012, 24 052 consecutive patients with suspected allergic contact dermatitis were patch tested in north-eastern Italy. Individual characteristics were collected through a standardized questionnaire in eight departments of dermatology or occupational medicine.
RESULTS:
The overall prevalence of primin sensitization was 1.9%; the prevalence was significantly higher in women (2.6%) than in men (0.5%). The Pordenone area had the higher prevalence of sensitization, which reached 6% in 1999-2001. We found a significant association between primin sensitization and household workers [odds ratio (OR) 2.3; 95% confidence interval (CI): 1.61-3.35], retired people (OR 1.8; 95%CI: 1.22-2.81), woodworkers (OR 2.1; 95%CI: 1.10-6.18), and chemical industry workers (OR 2.9; 95%CI: 1.05-8.29).
CONCLUSION:
Our study showed that contact allergy to primin is still relevant in north-eastern Italy. The frequency of sensitization is decreasing, but for retired and household workers it is still >4%. Our results suggest the need to promote the use of primin-free P. obconica in Italy.
? 2015 John Wiley & Sons A/S. Published by John Wiley & Sons Ltd.
allergic contact dermatitis; epidemiology; occupational; patch test; primin
Primin sensitization in north-eastern Italy: a temporal trend from 1996 to 2012.
Bongiorni L1, Prodi A1, Rui F1, Belloni Fortina A2, Corradin MT3, Larese Filon F1.
2015 Aug
31404617
As a part of an ongoing bioprospective project, searching for potential medicinal plants from the Brazilian Atlantic Forest, Miconia willdenowii was selected for its potential leishmanicidal and antimicrobial activities. The crude ethanolic extract of M. willdenowii showed an inhibition of 99.7% of the promastigote forms of Leishmania amazonensis at the concentration of 80?μg/mL. Further investigation of its antimicrobial activity against pathogenic fungi and Gram positive and negative bacteria, revealed a significant antimicrobial activity. A bioguided study with its liquid-liquid partition fractions revealed the hexane fraction (Hex) as the most active against Leishmania, inhibiting 99.2% and 46.9% of the protozoan at concentrations of 40 and 20?μg/mL, respectively. Hex also showed significant antimicrobial activity against Staphylococcus aureus and Candida krusei with IC50 of 15.6 and 62.5?μg/mL, respectively. Purification of Hex led to the isolation of 2-methoxy-6-pentyl-benzoquinone (1, also known as primin) as the active metabolite, probably responsible for the observed antimicrobial and anti-leishmania effects. Primin (1) disclosed leishmanicidal activity (IC50?=?1.25?μM), showing higher potency than the standard drug amphotericin B (IC50?=?5.08?μM), with additional antifungal effects against all tested fungi species. Compound 1 also showed significant activity against S. aureus (IC50?=?8.94?μM), showing a comparable potency with the reference drug chloramphenicol (IC50?=?6.19?μM), but with a potential cytotoxicity towards peripheral human blood mononuclear cells (CC50?=?255.15?μM). Here in, the antimicrobial and anti-L. amazonensis effects of M. willdenowii are reported for the first time, as well as Primin (1) as its probable bioactive metabolite.
Copyright ? 2019 Elsevier B.V. All rights reserved.
1,4-benzoquinones; Antifungal activity; Antimicrobial activity; Leishmania amazonensis; Leishmanicidal activity; Miconia willdenowii; Primin
Leishmanicidal and antimicrobial activity of primin and primin-containing extracts from Miconia willdenowii.
Viegas FPD1, Espuri PF2, Oliver JC3, Silva NC3, Dias ALT3, Marques MJ4, Soares MG5.
2019 Oct
891183
The primula allergen primin.
Fregert S, Hjorth N.
1977 Jun