5-propylbenzene-1,3-diol
- CAS No.
- 500-49-2
- Chemical Name:
- 5-propylbenzene-1,3-diol
- Synonyms
- Divarinol;Divarin;5-Propyl-1,3-benzenedio;5-propylbenzene-1,3-diol;5-Propyl-1,3-benzenediol;3,5-Dihydroxypropylbenzene;1,3-Benzenediol, 5-propyl-;3,5-Dihydroxy-1-propylbenzene;1,3-Benzenediol, 5-propyl- CAS NO.500-49-2
- CBNumber:
- CB72178085
- Molecular Formula:
- C9H12O2
- Molecular Weight:
- 152.19
- MDL Number:
- MFCD10686919
- MOL File:
- 500-49-2.mol
Melting point | 82.8°C |
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Boiling point | 234.66°C (rough estimate) |
Density | 1.0505 (rough estimate) |
refractive index | 1.4024 (estimate) |
solubility | DMF: 2 mg/ml; DMSO: 2 mg/ml; Ethanol: 5 mg/ml; PBS (pH 7.2): 1 mg/ml |
form | A crystalline solid |
pka | 9.56±0.10(Predicted) |
InChI | InChI=1S/C9H12O2/c1-2-3-7-4-8(10)6-9(11)5-7/h4-6,10-11H,2-3H2,1H3 |
InChIKey | FRNQLQRBNSSJBK-UHFFFAOYSA-N |
SMILES | C1(O)=CC(CCC)=CC(O)=C1 |
SAFETY
Risk and Safety Statements
Symbol(GHS) | ![]() GHS07 |
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Signal word | Warning | |||||||||
Hazard statements | H315-H319-H335 | |||||||||
Precautionary statements | P271-P261-P280 | |||||||||
HS Code | 2907290090 | |||||||||
NFPA 704 |
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5-propylbenzene-1,3-diol price More Price(8)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
TRC | P834010 | 5-Propylbenzene-1,3-diol | 500-49-2 | 500mg | $80 | 2021-12-16 | Buy |
Medical Isotopes, Inc. | 98691 | 5-Propylbenzene-1,3-diol | 500-49-2 | 100mg | $575 | 2021-12-16 | Buy |
American Custom Chemicals Corporation | APN0002127 | 5-PROPYLBENZENE-1,3-DIOL 95.00% | 500-49-2 | 5G | $2392.33 | 2021-12-16 | Buy |
AK Scientific | 0950BB | 5-Propylbenzene-1,3-diol | 500-49-2 | 1g | $907 | 2021-12-16 | Buy |
American Custom Chemicals Corporation | APN0002127 | 5-PROPYLBENZENE-1,3-DIOL 95.00% | 500-49-2 | 1G | $1143.61 | 2021-12-16 | Buy |
5-propylbenzene-1,3-diol Chemical Properties,Uses,Production
Chemical Properties
A White to Brown crystalline solid.
Description
5-propylbenzene-1,3-diol (5-PBD) is a naturally occurring compound found in several plant species, including the common garden plant, the rose. 5-PBD has been found to possess antifungal, antiviral, anticonvulsant, and anti-inflammatory properties, and has been shown to inhibit the growth of several species of fungi, including Candida albicans and Trichophyton mentagrophytes. Additionally, it has been reported to inhibit the oxidation of lipids in cell cultures.
Uses
5-Propylbenzene-1,3-diol is an intermediate used to prepare Cannabigerovarin (C175140) which stimulates thermosensitive transient receptor potential (TRP) channels of vanilloid type-4 (TRPV4)-mediated [Ca2+]i with moderate-high efficacy (30-60% of the effect of ionomycin) and potency (EC50 0.9-6.4 μM),
Definition
ChEBI: Divarinol is a 5-alkylresorcinol in which the alkyl group is specified as propyl. It has a role as a semiochemical, a fungal metabolite, a lichen metabolite and an animal metabolite.
Mechanism of action
5-Propyl-1,3-benzenediol acts by inhibiting the activity of certain enzymes involved in the synthesis of fungal cell wall components, such as β-glucan and chitin, and other enzymes involved in the synthesis of viral proteins, such as reverse transcriptase and protease.
Synthesis
In a 100 mL round bottom flask, open to the atmosphere was added the crude product Benzene, 1,3-dimethoxy-5-propyl (0.736 g, 4.08 mmol, 1.0 equiv.) and a 1:1 mixture of glacial acetic acid (20 mL, 349.7 mmol, 17.4 M) and hydrobromic acid (48% in H2O, 20 mL, 368.3 mmol, 18.4 M). The reaction mixture was refluxed at 125 °C for 3 hours while stirring, or until the starting material was consumed via TLC analysis. At this point, the reaction was allowed to cool to room temperature and quenched by the addition of DI H2O. The biphasic solution was added to a separatory funnel, wherein the organic portion was extracted Et2O (ca. 3x 20 mL). The organic layers were then combined, neutralized with a concentrated sodium bicarbonate solution (ca. 30 mL), washed with a saturated brine solution (ca. 50 mL), dried over MgSO4, filtered, and concentrated in vacuo to afford the final product without 5-Propyl-1,3-benzenediol (5-propylbenzene-1,3-diol) (0.609 g, 99% yield) as a pale yellow oil.
Solubility in organics
5-Propyl-1,3-benzenediol is soluble in N,N-dimethylformamide, soluble in methanol, slightly soluble in glacial acetic acid, very slightly soluble in chloroform, almost insoluble in water.
5-propylbenzene-1,3-diol Preparation Products And Raw materials
Raw materials
1of3
Preparation Products
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Taizhou Blazer Biomedical Technology Co., Ltd. | 0523-86112008 13915404123 | sales@blazerbio.com | China | 88 | 58 |
Jiangsu Nata Opto-electronic Material Co.,Ltd. | +86-0512-62520998 +86-15030927757 | gaoym@natachem.com | China | 229 | 58 |
PNP Biotech Co. Ltd | +8618516098983 | sales@pnpbiotech.com | China | 1001 | 58 |
Zhengzhou Anbu Chem Co.,Ltd | +86-0371-88006763; +8615988602810 | sales@anbuchem.com | China | 3000 | 58 |
Hebei Mojin Biotechnology Co., Ltd | +8613288715578 | sales@hbmojin.com | China | 12450 | 58 |
Chongqing Zhihe Biopharmaceutical Co., Ltd. | +86-18580541567 +86-17782035140 | sales@zhswyy.com | China | 301 | 58 |
Henan Fengda Chemical Co., Ltd | +86-371-86557731 +86-13613820652 | info@fdachem.com | China | 20294 | 58 |
Xiamen Work-For-World Medicine Co.,Ltd. | +undefined15921822462 | keqingyong@wfwmed.com | China | 236 | 58 |
Shandong Deshang Chemical Co., Ltd. | +86-0531-8875-2665 +8613153039501 | info@deshangchem.com | China | 619 | 58 |
Shanghai Daken Advanced Materials Co.,Ltd | +86-371-66670886 | info@dakenam.com | China | 16914 | 58 |
View Lastest Price from 5-propylbenzene-1,3-diol manufacturers
Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
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2024-08-23 | 5-propylbenzene-1,3-diol
500-49-2
|
US $5.90-3.20 / kg | 1kg | 99% | 10 tons | Shandong Deshang Chemical Co., Ltd. | |
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2024-08-22 | 5-propylbenzene-1,3-diol
500-49-2
|
US $0.00 / kg | 1kg | 98%min | 100kg | WUHAN FORTUNA CHEMICAL CO., LTD | |
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2024-08-19 | 5-Propyl-1,3-benzenediol
500-49-2
|
US $0.00-0.00 / kg | 0.10000000149011612kg | ≥98.5% | 20tons | Chongqing Zhihe Biopharmaceutical Co., Ltd. |
-
- 5-propylbenzene-1,3-diol
500-49-2
- US $5.90-3.20 / kg
- 99%
- Shandong Deshang Chemical Co., Ltd.
-
- 5-propylbenzene-1,3-diol
500-49-2
- US $0.00 / kg
- 98%min
- WUHAN FORTUNA CHEMICAL CO., LTD
-
- 5-Propyl-1,3-benzenediol
500-49-2
- US $0.00-0.00 / kg
- ≥98.5%
- Chongqing Zhihe Biopharmaceutical Co., Ltd.