5-Octylfuran-2(5H)-one
- CAS Number:17756-68-2
- Molecular Formula:C12H20O2
- Molecular Weight:196.29
- Mol File:17756-68-2.mol
Synonyms:5-octyl-5H-furan-2-one;
Physicochemical Properties
- Melting Point:N/A
- Boiling Point:316.4°Cat760mmHg
- Density:0.952g/cm3
- Solubility:N/A
- Flash Point:130°C
- Vapor Density:N/A
- Refractive Index:N/A
- Sensitive:N/A
- Storage Temp.:N/A
- Appearance/Colour:N/A
5-Octylfuran-2(5H)-one Safety information and MSDS
·Hazard identification:
| Pictogram(s) | no data available |
|---|---|
| Signal word | no data available |
| Hazard statement(s) | no data available |
| Precautionary statement(s) | |
| Prevention | no data available |
| Response | no data available |
| Storage | no data available |
| Disposal | no data available |
·Composition/information on ingredients:
| Chemical name | Common names and synonyms | CAS number | EC number | Concentration |
|---|---|---|---|---|
| 5-Octyl-2(5H)-furanone | 5-Octyl-2(5H)-furanone | 17756-68-2 | none | 100% |
·First-aid measures:
General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.
·Fire-fighting measures:
Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.
·Accidental release measures:
Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.
5-Octylfuran-2(5H)-one Relevant articles
All total 14 Articles be found
All total 14 Articles be foundStructure-activity studies of cerulenin analogues as protein palmitoylation inhibitors
Lawrence, David S.,Zilfou, Jack T.,Smith, Charles D.
, p. 4932 - 4941 (2007/10/03)
Activation of ras oncogenes occurs in a high percentage of tumors, making the enzymes involved in the posttranslational processing of their encoded proteins (p21s) attractive targets for the development of new drugs. Although most effort has focused on farnesyl transferase, which catalyzes the first processing step, attachment of palmitate to p21 is required for optimal transformation by H-ras and N-ras. We have demonstrated that the natural product cerulenin ([2R,3S]-2,3-epoxy-4-oxo-7,10-trans,trans-dodecadienamide) inhibits the palmitoylation of H-ras-and N-ras-encoded p21s in parallel with inhibition of cell proliferation. More than 30 analogues of cerulenin, both aromatic and aliphatic, with various chain lengths and amide substitutions, have been synthesized for use in SAR studies. Studies on the inhibition of T24 cell proliferation indicate that the α-keto-epoxy moiety is critical for cytotoxicity, while alkyl chain length had only modest effects on potency. Several compounds inhibited the incorporation of [3H]palmitate into p21 in intact T24 cells, with the unsubstituted carboxamides being more active than N,N-dimethyl compounds. In contrast to the effects on palmitoylation, the only compounds which inhibited fatty acid synthase contained alkyl side chains of 12 carbons or fewer. Regression analyses indicated that inhibition of palmitoylation is more closely related to inhibition of proliferation than is inhibition of fatty acid synthase. Further characterization of the molecular pharmacology of these and analogous compounds may define a new class of drugs with antitumor activity.
PdII-catalyzed oxidative dimeric cyclization-coupling reaction of 2,3-allenoic acids: an efficient synthesis of bibutenolide derivatives
Ma, Shengming,Yu, Zhanqian,Gu, Zhenhua
, p. 2351 - 2356 (2007/10/03)
Three sets of convenient catalytic systems have been developed for the oxidalive dimeric cyclization coupling of differently substituted 2,3-allenoic acids catalyzed by PdII, affording bibutenolides that are not otherwise readily available. The advantages and disadvantages of these systems are discussed. Although the diastereoselectivity for the bicyclization of racemic 2,3-allenoic acids is low, excellent diastereoselectivity was realized in the bicyclization reaction of optically active 23-allenoic acids, leading to the optically active bibutenolides in high yields and ee. Based on a mechanistic study, it is believed that the reaction may proceed by means of a double oxypalladation and reductive elimination to yield butenolide 3 and Pd° species, which may be reoxidized to the catalytically active PdII species in the presence of alkyl iodide/air, metallic iodide/air, or benzoquinone.
Lewis base-catalyzed electrophilic lactonization of selenyl bromide resin and facile solid-phase synthesis of furan-2(5H)-one derivatives
Jun He, Rong,Chun Zhu, Bing,Wang, Yu Guang
, p. 523 - 528 (2014/07/07)
A facile solid-phase synthesis approach was developed for the rapid synthesis of multi-substituted furan-2(5H)-one derivatives libraries. The synthetic strategy included the selenyl bromide resin-induced electrophilic lactonization catalyzed by Lewis base, lithiation, nucleophilic substitution and oxidation-elimination of the selenium resins. The advantages of the new method are good yields, high purity, straightforward operations and high diversity of the products, lack of odor, and good stability of the selenium resins. Copyright
Cerulenin analogues as inhibitors of efflux pumps in drug-resistant candida albicans
Diwischek, Florian,Morschhae, Joachim,Holzgrabe, Ulrike
experimental part, p. 150 - 164 (2009/05/07)
Overexpression of the ABC transporters Cdrl and Cdr2 or the major facilitator Mdrl causes multidrug resistance in the human fungal pathogen Candida albicans. The fatty acid synthesis inhibitor cerulenin and the structurally unrelated Golgi transport inhibitor brefeldin A are substrates for both types of efflux pumps in Candida albicans. In an effort to overcome efflux pump-mediated drug resistance in Candida albicans, cerulenin analogues were generated using a variety of synthesis pathways. The so obtained cerulenin derivatives were tested on multidrug-resistant Candida albicans isolates which constitutively overexpress either Mdr1 or Cdr1 and Cdr2. Some of these compounds were found to decrease Mdr1-mediated resistance to brefeldin A up to eight-fold compared to the control. 2009 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
A facile synthesis of γ-butenolides via cyclization of 3-alkenoic acids with dimethyl sulfoxide and oxalyl bromide
Ding, Rui,Liu, Yongguo,Liu, Lei,Li, Huimin,Tao, Sichen,Sun, Baoguo,Tian, Hongyu
supporting information, p. 3001 - 3007 (2019/08/26)
The combination of dimethyl sulfoxide and oxalyl bromide was used to accomplish the cyclization of 3-alkenoic acids with the aid of a base to afford γ-butenolides, in which bromodimethylsulfonium salt generated in situ was proposed to serve as a Br+ source.
5-Octylfuran-2(5H)-one Synthetic route And Reaction conditions
- 609-39-2
2-nitrofuran
- 17049-49-9
octylmagnesium bromide
- 17756-68-2
5-octyl-5H-furan-2-one
- 124083-32-5
5-n-octyl-2(5H)-furanone
| Conditions | Yield |
|---|---|
| 12% 39% |
- 609-39-2
2-nitrofuran
- 38841-98-4
n-octylmagnesium chloride
- 17756-68-2
5-octyl-5H-furan-2-one
- 124083-32-5
5-n-octyl-2(5H)-furanone
| Conditions | Yield |
|---|---|
| 29 % Chromat. 39% |
- 4179-38-8
2-octyl-furan
- 17756-68-2
5-octyl-5H-furan-2-one
| Conditions | Yield |
|---|---|
Withperacetic acid; |
- 93617-30-2
exo n-octyl-5 oxa-4 endo tricyclo<5.2.1.02,6>decene-8 one-3
- 17756-68-2
5-octyl-5H-furan-2-one
| Conditions | Yield |
|---|---|
thermolysis; |
- 76291-93-5
4R-hydroxy-cis-2-dodecenoic acid
- 17756-68-2
5-octyl-5H-furan-2-one
| Conditions | Yield |
|---|---|
- 139915-26-7
methyl (Z)-4-oxo-2-dodecenoate
- 17756-68-2
5-octyl-5H-furan-2-one
| Conditions | Yield |
|---|---|
With9-borabicyclo[3.3.1]nonane dimer;
2,2'-iminobis[ethanol];Yield given. Multistep reaction;
1.) THF, from 0 deg C to RT, 4 h, 2.) Et2O, 12 h; |
- 97191-21-4
3-iodo-5-octyl-2(3H)-furanone
- 17756-68-2
5-octyl-5H-furan-2-one
- 83469-84-5
5-octyl-2(3H)-butenolide
| Conditions | Yield |
|---|---|
- 93423-45-1
5-octyl-4-(phenylsulfonyl)-dihydro-2(3H)-furanone
- 17756-68-2
5-octyl-5H-furan-2-one
| Conditions | Yield |
|---|---|
- 124-19-6
nonan-1-al
- 17756-68-2
5-octyl-5H-furan-2-one
| Conditions | Yield |
|---|---|
Multi-step reaction with 3 steps 1: 73 percent / tetrahydrofuran / 2 h / -78 °C / further aldehydes and ketones 2: aq. HCl / dioxane / 4 h / Heating 3: triethylamine / CHCl3 / 18 h / Ambient temperature | |
Multi-step reaction with 4 steps 1: 99 percent / n-butyllithium / tetrahydrofuran 2: n-butyllithium / tetrahydrofuran 3: p-TsOH / benzene / Heating 4: triethylamine / benzene / Ambient temperature |
- 93423-44-0
N-phenyl-4-hydroxy-3-(phenylsulfonyl)dodecanamide
- 17756-68-2
5-octyl-5H-furan-2-one
| Conditions | Yield |
|---|---|
Multi-step reaction with 2 steps 1: aq. HCl / dioxane / 4 h / Heating 2: triethylamine / CHCl3 / 18 h / Ambient temperature |
5-Octylfuran-2(5H)-one Raw materials
- 609-39-2
2-nitrofuran
- 17049-49-9
octylmagnesium bromide
- 38841-98-4
n-octylmagnesium chloride
- 4179-38-8
2-octyl-furan
- 93617-30-2
exo n-octyl-5 oxa-4 endo tricyclo<5.2.1.02,6>decene-8 one-3
5-Octylfuran-2(5H)-one Target Products
Business Type:
- Lab/Research institutionsTrading CompanyManufacturers
Certificate:
- Product LicenseEnterprise AuthenticationISOGMPFDAHALAL
Country :
China (Mainland)(2)
United Kingdom(1)
Recommended products
- 1-phenyl-3-phenylseleno-1-propene
- dihydropentalene
- N-butylpyrrole
- 3-phenylcyclopentene
- (+)-(2R)-2-acetoxycyclohexanone
- 6-methylpurine
- 3,7-dimethyloctanoic acid
- 1,2,3,4,4a,9b-hexahydrodibenzo[b,d]furan
- 1-(β-D-ribofuranosyl)-nicotinamide
- (R)-3-phenyl-2,3-dihydro-1H-inden-1-one
- 2-Chlorobenzoyl acetonitrile
- 5-(benzyloxy)-3-(tert-butyloxycarbonyl)-1-(hydroxymethyl)-1,2-dihydro-3H-benz
indole - 1-(2-aminophenyl)-2-phenylethanone
- cubane-1,4-dicarboxylic acid
- trans-2-Bromcyclohexylacetat
- Total:3 Page 1 of 1 1
Please post your buying leads,so that our qualified suppliers will soon contact you!
*Required Fields
