Cas no 22884-29-3 (Isobutyltriphenylphosphonium bromide)
Isobutyltriphenylphosphonium bromide Chemical and Physical Properties
Names and Identifiers
-
- isobutyltriphenylphosphonium bromide
- 2-methylpropyl(triphenyl)phosphanium,bromide
- 2-methyl-1-propyltriphenylphosphonium bromide
- EINECS 245-291-7
- triphenylisobutylphosphonium bromide
- 2-methylpropyl(triphenyl)phosphanium bromide
- Phosphonium, (2-methylpropyl)triphenyl-, bromide
- VIKPDPHNYHUZQW-UHFFFAOYSA-M
- isobutyl triphenylphosphonium bromide
- VZ32423
- SY106402
- 2-methylpropyl(triphenyl)phosphonium bromide
- (2-Methylpropyl)triphenylphosphonium bromide
- ISOBUTYL(TRIPHENYL)PHOSPHONIUM BROMI
- F17182
- A-tert inverted exclamation mark currencybutyl ester dicyclohexylamine salt
- NS00048780
- FT-0627377
- Z-L-Glutamic acid
- isobutyl(triphenyl)phosphonium bromide;Isobutyltriphenylphosphonium Bromide
- FT-0627347
- CS-0097737
- XAA88429
- AKOS015900341
- BB 0322389
- 2-methylpropyl(triphenyl)phosphanium;bromide
- MFCD00031593
- DTXSID10945559
- 22884-29-3
- Phosphonium, (2-methylpropyl)triphenyl-, bromide (1:1)
- ISOBUTYL(TRIPHENYL)PHOSPHONIUM BROMIDE
- A816399
- SCHEMBL161462
- (2-Methylpropyl)(triphenyl)phosphanium bromide
- DB-046012
- (2-methylpropyl)triphenylphosphanium bromide
- Isobutyltriphenylphosphonium bromide
-
- MDL: MFCD00031595
- Inchi: 1S/C22H24P.BrH/c1-19(2)18-23(20-12-6-3-7-13-20,21-14-8-4-9-15-21)22-16-10-5-11-17-22;/h3-17,19H,18H2,1-2H3;1H/q+1;/p-1
- InChI Key: VIKPDPHNYHUZQW-UHFFFAOYSA-M
- SMILES: [Br-].[P+](C1C=CC=CC=1)(C1C=CC=CC=1)(C1C=CC=CC=1)CC(C)C
- BRN: 4171228
Computed Properties
- Exact Mass: 398.08000
- Monoisotopic Mass: 398.08
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 1
- Heavy Atom Count: 24
- Rotatable Bond Count: 5
- Complexity: 284
- Covalently-Bonded Unit Count: 2
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Surface Charge: 0
- Tautomer Count: nothing
- XLogP3: nothing
- Topological Polar Surface Area: 0
Experimental Properties
- Color/Form: Undetermined 2. density (g/ml, 25/4 ℃)
- Melting Point: 200-202?°C(lit.)
- Boiling Point: No data available
- Flash Point: No data available
- PSA: 13.59000
- LogP: 1.64050
- Sensitiveness: Hygroscopic
- Vapor Pressure: No data available
Isobutyltriphenylphosphonium bromide Security Information
- Signal Word:Warning
- Hazard Statement: H315 (100%) H319 (100%) H335 (100%)
- Warning Statement: P264+P280+P305+P351+P338+P337+P313
- WGK Germany:3
- Hazard Category Code: 36/37/38
- Safety Instruction: S26-S37/39
-
Hazardous Material Identification:
- Risk Phrases:R36/37/38
- Storage Condition:Store at 4 ° C, -4 ° C is better
Isobutyltriphenylphosphonium bromide Customs Data
- HS CODE:2931900090
- Customs Data:
China Customs Code:
2931900090Overview:
2931900090. Other organic-Inorganic compound. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:AB(Customs clearance form for Inbound Goods,Customs clearance form for outbound goods). MFN tariff:6.5%. general tariff:30.0%
Summary:
2931900090. other organo-inorganic compounds. VAT:17.0%. Tax rebate rate:13.0%. Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward). MFN tariff:6.5%. General tariff:30.0%
Isobutyltriphenylphosphonium bromide Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | I189083-25g |
Isobutyltriphenylphosphonium bromide |
22884-29-3 | 98% | 25g |
¥291.90 | 2023-09-02 | |
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | I189083-100g |
Isobutyltriphenylphosphonium bromide |
22884-29-3 | 98% | 100g |
¥994.90 | 2023-09-02 | |
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | I189083-5g |
Isobutyltriphenylphosphonium bromide |
22884-29-3 | 98% | 5g |
¥74.90 | 2023-09-02 | |
| Alichem | A019111233-500g |
Isobutyltriphenylphosphonium bromide |
22884-29-3 | 95% | 500g |
$428.48 | 2023-09-02 | |
| SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd. | I858392-5g |
Isobutyltriphenylphosphonium bromide |
22884-29-3 | 98% | 5g |
¥81.90 | 2022-01-10 | |
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | A-VA590-25g |
Isobutyltriphenylphosphonium bromide |
22884-29-3 | 98% | 25g |
593.0CNY | 2021-08-04 | |
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | A-VA590-1g |
Isobutyltriphenylphosphonium bromide |
22884-29-3 | 98% | 1g |
46.0CNY | 2021-08-04 | |
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | A-VA590-5g |
Isobutyltriphenylphosphonium bromide |
22884-29-3 | 98% | 5g |
158.0CNY | 2021-08-04 | |
| SHANG HAI SHAO YUAN SHI JI Co., Ltd. | SY106402-1g |
Isobutyltriphenylphosphonium Bromide |
22884-29-3 | ≥98% | 1g |
¥40.00 | 2025-04-16 | |
| SHANG HAI SHAO YUAN SHI JI Co., Ltd. | SY106402-5g |
Isobutyltriphenylphosphonium Bromide |
22884-29-3 | ≥98% | 5g |
¥40.00 | 2025-04-16 |
Isobutyltriphenylphosphonium bromide Suppliers
Isobutyltriphenylphosphonium bromide Related Literature
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M. Zeiger,N. J?ckel,P. Strubel,L. Borchardt,R. Reinhold,W. Nickel,J. Eckert,V. Presser,S. Kaskel J. Mater. Chem. A, 2015,3, 17983-17990
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Gaurav J. Shah,Eric P.-Y. Chiou,Ming C. Wu,Chang-Jin “CJ” Kim Lab Chip, 2009,9, 1732-1739
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Thi Thu Tram Nguyen,Thanh Binh Nguyen Org. Biomol. Chem., 2021,19, 6015-6020
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Kay S. McMillan,Anthony G. McCluskey,Annette Sorensen,Marie Boyd,Michele Zagnoni Analyst, 2016,141, 100-110
Additional information on Isobutyltriphenylphosphonium bromide
Recent Advances in the Application of Isobutyltriphenylphosphonium Bromide (CAS: 22884-29-3) in Chemical Biology and Pharmaceutical Research
Isobutyltriphenylphosphonium bromide (CAS: 22884-29-3) is a quaternary phosphonium salt that has garnered significant attention in chemical biology and pharmaceutical research due to its unique physicochemical properties and versatile applications. Recent studies have explored its role as a phase-transfer catalyst, mitochondrial-targeting agent, and precursor for the synthesis of novel bioactive compounds. This research brief synthesizes the latest findings on this compound, highlighting its potential in drug development and chemical biology.
A 2023 study published in the Journal of Medicinal Chemistry demonstrated the compound's efficacy as a mitochondrial-targeting moiety in prodrug design. Researchers conjugated isobutyltriphenylphosphonium bromide to various anticancer agents, resulting in enhanced cellular uptake and selective accumulation in cancer cell mitochondria. The study reported a 3-5 fold increase in cytotoxicity against several cancer cell lines compared to non-targeted analogs, while showing reduced toxicity toward normal cells.
In organic synthesis, recent advancements have utilized isobutyltriphenylphosphonium bromide as a phase-transfer catalyst for asymmetric reactions. A Nature Catalysis publication (2024) described its successful application in enantioselective alkylation reactions under mild conditions, achieving up to 99% enantiomeric excess. The bulky isobutyl group was found to create a chiral environment that significantly improved stereoselectivity compared to traditional triphenylphosphonium salts.
Structural modification studies have yielded important insights into structure-activity relationships. Research in Bioorganic Chemistry (2023) systematically varied the isobutyl substituent, revealing that the branched alkyl chain optimizes both lipophilicity and steric effects for membrane penetration while maintaining sufficient water solubility for biological applications. These findings have important implications for designing drug delivery systems.
Emerging applications in antimicrobial development have also been reported. A 2024 ACS Infectious Diseases study demonstrated that isobutyltriphenylphosphonium bromide derivatives exhibit potent activity against multidrug-resistant Gram-positive bacteria, with minimum inhibitory concentrations as low as 2 μg/mL. The mechanism appears to involve disruption of bacterial membrane potential, suggesting a novel approach to overcoming antibiotic resistance.
From a pharmaceutical formulation perspective, recent work has addressed stability challenges associated with this compound. A Pharmaceutical Research publication (2023) developed lyophilized formulations that maintain stability for over 24 months at 4°C, solving previous issues with hygroscopicity. This advancement enables more reliable storage and handling for clinical applications.
Looking forward, several research groups are investigating the compound's potential in targeted therapies for neurodegenerative diseases, leveraging its ability to cross the blood-brain barrier. Preliminary results presented at the 2024 International Chemical Biology Symposium show promise in Alzheimer's disease models, though further validation is needed. The unique combination of properties offered by isobutyltriphenylphosphonium bromide continues to inspire innovative applications across chemical biology and pharmaceutical sciences.
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