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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
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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)
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Safety

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

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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
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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

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2-BROMOHEXADECANOIC ACID Suppliers

Apollo Scientific Ltd.
Tel
--
Fax
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Email
sales@apolloscientific.co.uk
Country
United Kingdom
ProdList
6084
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88
Leancare Ltd.
Tel
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Email
enquiry@leancare.co.uk
Country
United Kingdom
ProdList
6446
Advantage
42
CARBONE SCIENTIFIC CO.,LTD
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Email
sales@carbonesci.com
Country
United Kingdom
ProdList
6666
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30
MOLEKULA Ltd.
Tel
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Email
kevinbanks@molekula.com
Country
United Kingdom
ProdList
6140
Advantage
66
ETA SCIENTIFIC Co.,Ltd
Tel
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Email
sales@etascientific.com
Country
United Kingdom
ProdList
6090
Advantage
34
UK GREEN SCIENTIFIC CO.,LIMITED
Tel
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Fax
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Email
sales@gs-chem.com
Country
United Kingdom
ProdList
6098
Advantage
47
Eurolabs Limited
Tel
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Fax
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Country
United Kingdom
ProdList
6309
Advantage
46
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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:


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