ChemicalBook > CAS DataBase List > 2-BROMOHEXADECANOIC ACID

2-BROMOHEXADECANOIC ACID

Product Name
2-BROMOHEXADECANOIC ACID
CAS No.
18263-25-7
Chemical Name
2-BROMOHEXADECANOIC ACID
Synonyms
2-bromopalmitate;2-BROMOPALMITIC ACID;Hexadecanoic acid, 2-bromo-;ALPHA-BROMOPALMITATE;α-Bromopalmitic acid;A-BROMOPALMITIC ACID;Bromohexadecanoicacid;2-bromo-hexadecanoicaci;2-BROMOHEXADECANOIC ACID;2-Bromohexadecanoicacid97%
CBNumber
CB6143327
Molecular Formula
C16H31BrO2
Formula Weight
335.32
MOL File
18263-25-7.mol
More
Less

2-BROMOHEXADECANOIC ACID Property

Melting point:
52-54 °C
Boiling point:
403.4±18.0 °C(Predicted)
Density 
1.1985 (rough estimate)
refractive index 
1.4650 (estimate)
Flash point:
113 °C
storage temp. 
RT
solubility 
methanol: soluble1g/10 mL, clear, colorless
pka
2.97±0.21(Predicted)
form 
solid
color 
White
BRN 
1726517
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 2 months.
CAS DataBase Reference
18263-25-7(CAS DataBase Reference)
EPA Substance Registry System
Hexadecanoic acid, 2-bromo- (18263-25-7)
More
Less

Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
HS Code 
2915907098
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
238422
Product name
2-Bromohexadecanoic acid
Purity
~97%
Packaging
10g
Price
$51.4
Updated
2024/03/01
Sigma-Aldrich
Product number
21604
Product name
2-Bromohexadecanoic acid
Purity
≥99.0% (GC)
Packaging
1g
Price
$102
Updated
2024/03/01
Sigma-Aldrich
Product number
238422
Product name
2-Bromohexadecanoic acid
Purity
~97%
Packaging
50g
Price
$197
Updated
2024/03/01
SynQuest Laboratories
Product number
2121-9-00
Product name
2-Bromohexadecanoic acid
Packaging
50g
Price
$221
Updated
2021/12/16
Biorbyt Ltd
Product number
orb546166
Product name
2-bromopalmitic acid
Purity
>98%
Packaging
2g
Price
$244.8
Updated
2021/12/16
More
Less

2-BROMOHEXADECANOIC ACID Chemical Properties,Usage,Production

Description

2-Bromopalmitic acid (18263-25-7) inhibits?protein S-palmitoylation.1 Blocks palmitic acid-induced increase in cAMP levels in human primary melanocytes expressing the melanocortin-1 receptor which undergoes an essential palmitoylation as a prerequisite for receptor signaling.2

Chemical Properties

WHITE CRYSTALLINE POWDER

Uses

2-Bromopalmitic Acid is used in preparation of substituted purines and their analogs for inhibiting the expression of a pattern recognition receptor.

Definition

ChEBI: A bromo fatty acid that is hexadecanoic (palmitic) acid carrying a single bromo substituent at position 2.

General Description

PPARδ (peroxisome proliferator-activated receptor, delta isoform) acts as a transcription factor for gene expression as well as playing a role in lipid metabolism regulation; activity of this receptor is ligand-regulated. 2-Bromohexadecanoic acid is a metabolically stable analoge of the fatty acid palmitic acid that has been shown to be a natural ligand for the PPARδ receptor. 2-Bromohexadecanoic acid has also been used in studies of fatty acid oxidation, palmitoylation, and glucose uptake.

Biochem/physiol Actions

2-Bromohexadecanoic acid is a PPARδ agonist. It has also been shown to inhibit fatty acid oxidation, inhibit DHHC-mediated palmitoylation, and promote glucose uptake in rat cardiac cells and the insulin-sensitive murine fibroblast line A31-IS.

Purification Methods

Recrystallise the acid from pet ether (b 60-80o, charcoal) and finally from EtOH. The ethyl ester has b 177-178o/2mm, d28 1.0484, n D 1.4560. [IR: Sweet & Estes J Org Chem 21 1426 1956, Beilstein 2 IV 1184.]

References

1) Tsukamoto et al. (2013), Role of S-palmitoylation on IFITM5 for the interaction with FKBP11 in osteoblast cells; PLoS One, 8(9) e75831 2) Chen et al. (2017), Palmitoylation-dependent activation of MC1R prevents melanomagenesis; Nature, 549 399

2-BROMOHEXADECANOIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

2-BROMOHEXADECANOIC ACID Suppliers

TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
Email
marketing@targetmol.com
Country
United States
ProdList
32161
Advantage
58
Aladdin Scientific
Tel
+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58
TargetMol Chemicals Inc.
Tel
Email
support@targetmol.com
Country
United States
ProdList
38631
Advantage
58
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6962
Advantage
56
Focus Biomolecules
Tel
--
Fax
--
Email
sales@focusbiomolecules.com
Country
United States
ProdList
1284
Advantage
58
SynQuest Laboratories, Inc.
Tel
--
Fax
--
Email
info@synquestlabs.com
Country
United States
ProdList
6871
Advantage
62
Riedel-de Haen AG
Tel
--
Fax
--
Country
United States
ProdList
6773
Advantage
87
Santa Cruz Biotechnology, Inc.
Tel
--
Fax
--
Email
scbt@scbt.com
Country
United States
ProdList
3597
Advantage
60
AllChem Laboratories
Tel
--
Fax
--
Email
allchemlab@sify.com
Country
United States
ProdList
263
Advantage
38
City Chemical LLC
Tel
--
Fax
--
Email
sales@citychemical.com
Country
United States
ProdList
6708
Advantage
72
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6718
Advantage
47
HONEST JOY HOLDINGS LIMITED
Tel
--
Fax
--
Email
sales@honestjoy.cn
Country
United States
ProdList
6675
Advantage
54
AK Scientific, Inc.
Tel
--
Fax
--
Email
sales@aksci.com
Country
United States
ProdList
6347
Advantage
65
Acros Organics USA
Tel
--
Fax
--
Email
eveleth@fisherchem.com
Country
United States
ProdList
3846
Advantage
81
Syntech Labs
Tel
--
Fax
--
Email
info@syntechlabs.com
Country
United States
ProdList
730
Advantage
43
Leonid Chemicals Private Limited
Tel
--
Fax
--
Email
careers@leonidchemicals.com
Country
United States
ProdList
1700
Advantage
43
Narchem Corporation
Tel
--
Fax
--
Email
sales@narchem.com
Country
United States
ProdList
2813
Advantage
60
Davos Chemical Corporation
Tel
--
Fax
--
Email
info@davos.com
Country
United States
ProdList
1640
Advantage
65
City Chemicals Corporation
Tel
--
Fax
--
Country
United States
ProdList
6460
Advantage
72
Pfaltz & Bauer, Inc.
Tel
--
Fax
--
Email
sales@pfaltzandbauer.com
Country
United States
ProdList
6828
Advantage
72
More
Less

View Lastest Price from 2-BROMOHEXADECANOIC ACID manufacturers

Apeloa production Co.,Limited
Product
2-bromohexadecanoic acid 18263-25-7
Price
US $1.00/g
Min. Order
1g
Purity
0.98
Supply Ability
1000
Release date
2024-07-19

18263-25-7, 2-BROMOHEXADECANOIC ACIDRelated Search:


  • A-BROMOPALMITIC ACID
  • 2-BROMOPALMITIC ACID
  • 2-BROMOHEXADECANOIC ACID
  • 2-bromo-hexadecanoicaci
  • 2-bromopalmitate
  • 2-BROMOHEXADECANOIC ACID (2-Bromopalmitic Acid)
  • ALPHA-BROMOPALMITATE
  • Bromohexadecanoicacid
  • 2-Bromohexadecanoic acid, 98 %
  • α-Bromopalmitic acid
  • 2-BroMohexadecanoic acid >=99.0% (GC)
  • 2-Bromohexadecanoicacid97%
  • Hexadecanoic acid, 2-bromo-
  • CAS18263-25-7 2-BROMOHEXADECANOIC ACID
  • 2 Bromohexadecanoic acid,2Bromohexadecanoic acid
  • 18263-25-7
  • Br1C16H31O2
  • CH3CH213CHBrCO2H
  • PPAR and RXR Regulators
  • Organic Building Blocks
  • Gene Regulation and Expression
  • BioChemical
  • Building Blocks
  • Cell Biology
  • Cell Signaling and Neuroscience
  • C13 to C42+
  • Carbonyl Compounds
  • Carboxylic Acids
  • Bioactive Small Molecules
  • Building Blocks
  • C13 to C42+
  • Carbonyl Compounds
  • Carboxylic Acids
  • Cell Biology
  • Chemical Synthesis
  • Organic Building Blocks
  • B