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(S)-(+)-Ibuprofen

CAS No.
51146-56-6
Chemical Name:
(S)-(+)-Ibuprofen
Synonyms
DEXIBUPROFEN;(S)-IBUPROFEN;(S)-2-(4-Isobutylphenyl)propanoic acid;Seractil;d-Ibuprofen;Ramelteon-7;exibuprofen;Deibuprofen;(+)-Ibuprofen;Dextrobuprofen
CBNumber:
CB0699655
Molecular Formula:
C13H18O2
Molecular Weight:
206.28
MDL Number:
MFCD00069289
MOL File:
51146-56-6.mol
MSDS File:
SDS
Last updated:2023-09-06 17:45:48

(S)-(+)-Ibuprofen Properties

Melting point 49-53 °C(lit.)
alpha 57 º (c=2, EtOH)
Boiling point 285.14°C (rough estimate)
Density 1.0364 (rough estimate)
refractive index 59 ° (C=2, EtOH)
Flash point >230 °F
storage temp. Sealed in dry,Room Temperature
solubility 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 1.5 mg/mL
pka 4.41±0.10(Predicted)
form solid
color white
optical activity [α]20/D +59°, c = 2 in ethanol
Water Solubility insoluble
BRN 3590022
Stability Stable. Incompatible with strong oxidizing agents.
InChIKey HEFNNWSXXWATRW-JTQLQIEISA-N
CAS DataBase Reference 51146-56-6(CAS DataBase Reference)
FDA UNII 671DKG7P5S
ATC code M01AE14

Pharmacokinetic data

Protein binding >99%
Excreted unchanged in urine 82 (mainly as inactive metabolites)
Volume of distribution 10-11 Litres
Biological half-life 1.6-1.9 / Unchanged

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
Hazard Codes  Xn
Risk Statements  63-22
Safety Statements  45-36/37
WGK Germany  3
HS Code  29163990
NFPA 704
0
2 0

(S)-(+)-Ibuprofen price More Price(38)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 375160 (S)-(+)-Ibuprofen ReagentPlus , 99% 51146-56-6 1g $58.3 2024-03-01 Buy
Sigma-Aldrich 375160 (S)-(+)-Ibuprofen ReagentPlus , 99% 51146-56-6 5g $117 2024-03-01 Buy
TCI Chemical I0549 (S)-(+)-2-(4-Isobutylphenyl)propionic Acid >98.0%(GC)(T) 51146-56-6 1g $27 2024-03-01 Buy
TCI Chemical I0549 (S)-(+)-2-(4-Isobutylphenyl)propionic Acid >98.0%(GC)(T) 51146-56-6 5g $77 2024-03-01 Buy
Cayman Chemical 16793 (S)-Ibuprofen ≥98% 51146-56-6 1g $43 2024-03-01 Buy
Product number Packaging Price Buy
375160 1g $58.3 Buy
375160 5g $117 Buy
I0549 1g $27 Buy
I0549 5g $77 Buy
16793 1g $43 Buy

(S)-(+)-Ibuprofen Chemical Properties,Uses,Production

Description

Dexibuprofen, the S-(+)-isomer of the widely used NSAID agent ibuprofen, was launched in Austria for the treatment of rheumatoid arthritis. While the racemic compound is commonly used clinically, the antiinflammatory activity is mediated via the S-isomer by inhibition of prostaglandin synthesis. It has also been demonstrated that the R-isomer is converted to the Santipode in vivo via a CoA thioester intermediate. Since CoA plays a pivotal role in intermediary metabolism and maintenance of the [acyl-CoA], generation of R-ibuprofen-CoA competitively inhibits many CoA-dependent reactions, which consequently produces perturbations of hepatocyte Intermediary metabolism and mitocondrial function. Pure S-ibuprofen usage, therefore, is preferred allowing a reduction in dosage level and an improved side effect profile.

Description

Ibuprofen is a non-steroidal anti-inflammatory drug with diverse biochemical actions, most notably inhibiting COX-1 and COX-2 (IC50s = 2.6 and 1.53, μM, respectively). It is commonly synthesized as a racemic mixture of (S)- and (R)-isomers. (S)-Ibuprofen is an enantiomer that more potently inhibits COX activity, thromboxane formation, and platelet aggregation than the (R)-form. (S)-Ibuprofen also inhibits activation of NF-κB more effectively than (R)-ibuprofen (IC50s = 62 and 122 μM, respectively). However, the enantiomers are equipotent in blocking superoxide formation, β-glucuronidase release, and LTB4 generation by stimulated neutrophils (IC50 values range from 0.14 to 0.58 μM). A majority of (R)-ibuprofen can be inverted to (S)-ibuprofen in humans after oral administration.

Chemical Properties

Colourless, Crystalline Solid

Originator

Gebro Broschek (Austria)

Uses

Ibuprofen is a non-steroidal anti-inflammatory drug with diverse biochemical actions, most notably inhibiting COX-1 and COX-2 (IC50s = 2.6 and 1.53, μM, respectively). It is commonly synthesized as a racemic mixture of (S)- and (R)-isomers. (S)-Ibuprofen is an enantiomer that more potently inhibits COX activity, thromboxane formation, and platelet aggregation than the (R)-form. (S)-Ibuprofen also inhibits activation of NF-κB more effectively than (R)-ibuprofen (IC50s = 62 and 122 μM, respectively). However, the enantiomers are equipotent in blocking superoxide formation, β-glucuronidase release, and LTB4 generation by stimulated neutrophils (IC50 values range from 0.14 to 0.58 μM). A majority of (R)-ibuprofen can be inverted to (S)-ibuprofen in humans after oral administration.

Uses

sedative

Uses

A nonsteroidal anti-inflammatory drug (NSAID); activity resides primarily in the (S)-isomer

Definition

ChEBI: Dexibuprofen is an ibuprofen. It has a role as a non-narcotic analgesic and a non-steroidal anti-inflammatory drug. It is an enantiomer of a levibuprofen.

brand name

Seractil

General Description

(S)-(+)-Ibuprofen is the enantiomer associated with the anti-inflammatory action of ibuprofen, which is widely used as a nonsteroidal anti-inflammatory drug in racemic form.

Biological Activity

Non-steroidal anti-inflammatory drug (NSAID) that inhibits cyclooxygenase 1 and cyclooxygenase 2 (IC 50 values are 12 and 80 μ M respectively). Active isomer of ibuprofen.

Clinical Use

NSAID and analgesic

Drug interactions

Potentially hazardous interactions with other drugs
ACE inhibitors and angiotensin-II antagonists: antagonism of hypotensive effect, increased risk of nephrotoxicity and hyperkalaemia.
Analgesics: avoid concomitant use of 2 or more NSAIDs, including aspirin (increased side effects); avoid with ketorolac (increased risk of side effects and haemorrhage).
Antibacterials: possibly increased risk of convulsions with quinolones.
Anticoagulants: effects of coumarins and phenindione enhanced; possibly increased risk of bleeding with heparins, dabigatran and edoxaban - avoid long term use with edoxaban.
Antidepressants: increased risk of bleeding with SSRIs and venlaflaxine.
Antidiabetic agents: effects of sulphonylureas enhanced.
Antiepileptics: possibly increased phenytoin concentration.
Antivirals: increased risk of haematological toxicity with zidovudine; concentration possibly increased by ritonavir
Ciclosporin: may potentiate nephrotoxicity
Cytotoxics: reduced excretion of methotrexate; increased risk of bleeding with erlotinib
Diuretics: increased risk of nephrotoxicity; antagonism of diuretic effect; hyperkalaemia with potassium-sparing diuretics.
Lithium: excretion decreased.
Pentoxifylline: increased risk of bleeding.
Tacrolimus: increased risk of nephrotoxicity

Metabolism

Dexibuprofen is the S(+)-enantiomer of ibuprofen. After metabolic transformation in the liver (hydroxylation and carboxylation), the pharmacologically inactive metabolites are completely excreted, mainly by the kidneys (90%), but also in the bile.

Purification Methods

Crystallise the (+) and (-) acids from EtOH or aqueous EtOH. The racemate which crystallises from pet ether with m 75-77o is sparingly soluble in H2O and has IR (film) 1705 (C=O), 2300—3700 (OH broad)cm-1. It is used as a non-steroidal anti-inflammatory. [Shiori et al. J Org Chem 43 2936 1978, Kaiser et al. J Pharm Sci 65 269 1976, J Pharm Sci 81 221 1992, Freer Acta Cryst (C) 49 1378 1993 for the (S+)-enantiomer.]

(S)-(+)-Ibuprofen Preparation Products And Raw materials

Global( 367)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Mojin Biotechnology Co., Ltd
+8613288715578 sales@hbmojin.com China 12453 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21695 55
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28180 58
Hebei Guanlang Biotechnology Co., Ltd.
+86-19930503282 alice@crovellbio.com China 8822 58
Xiamen AmoyChem Co., Ltd
+86-592-6051114 +8618959220845 sales@amoychem.com China 6387 58
HubeiwidelychemicaltechnologyCo.,Ltd
18627774460 faith@widelychemical.com CHINA 742 58
Hubei xin bonus chemical co. LTD
86-13657291602 linda@hubeijusheng.com CHINA 22968 58
Standardpharm Co. Ltd.
86-714-3992388 overseasales1@yongstandards.com United States 14336 58
Alchem Pharmtech,Inc.
8485655694 sales@alchempharmtech.com United States 63711 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 47465 58

View Lastest Price from (S)-(+)-Ibuprofen manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(S)-(+)-Ibuprofen pictures 2023-09-06 (S)-(+)-Ibuprofen
51146-56-6
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
(S) - (+) -Ibuprofen pictures 2023-03-06 (S) - (+) -Ibuprofen
51146-56-6
US $5.70 / Kg/Bag 10g 99% 10000kg Hebei Guanlang Biotechnology Co,.LTD
(S)-(+)-Ibuprofen pictures 2021-09-29 (S)-(+)-Ibuprofen
51146-56-6
US $0.00 / Kg/Drum 1KG 98.5%-101% 1000kgs WUHAN FORTUNA CHEMICAL CO., LTD
  • (S)-(+)-Ibuprofen pictures
  • (S)-(+)-Ibuprofen
    51146-56-6
  • US $0.00 / Kg/Drum
  • 98.5%-101%
  • WUHAN FORTUNA CHEMICAL CO., LTD
(S)-(+)-2-(4-ISOBUTYLPHENYL)PROPIONIC ACID (S)-(+)-4-ISOBUTYL-ALPHA-METHYLPHENYLACETIC ACID (S)-(+)-IBUPROFEN (2s)-2-[4-(2-methylpropyl)phenyl]propionic acid (S)-(+)-Ibuprofen ReagentPlus(R), 99% (S)-2-(4-Isobutylphenyl)propanoic acid, 95+% (S)-((addition))-Ibuprofen (S)-(+)-4-Isobutyl-a-methylphenylacetic acid S(+)-IBUPROFEN ACTIVE ISOMER OF IBUP (+)-(S)-p-Isobutylhydratropic acid (S)-(+)-4-Isobutyl-α-methylphenylacetic acid (S)-2-(p-Isobutylphenyl)propionic acid Benzeneacetic acid, α-methyl-4-(2-methylpropyl)-, (S)- Benzeneacetic acid, α-methyl-4-(2-methylpropyl)-, (αS)- d-Ibuprofen Seractil S(+)-IBUPROFENE [αS,(+)]-α-Methyl-4-(2-methylpropyl)benzeneacetic acid (S)-(+)-Ibuprofen,99% s(+)-2-(4-isobutylphenyl)propionic (aS)-a-Methyl-4-(2-methylpropyl)benzeneacetic Acid (S)-(+)-2-(4-Isobutylphenyl)propionic acid, (S)-(+)-4-Isobutyl-α-methylphenylacetic acid (S)-(+)-Ibuprofen, 99% 1GR (S)-(+)-Ibuprofen (S)-(+)-4-Isobutyl-alpha-methylphenylacetic Acid (S)-(+)-Ibuprofen, 98.5% (S)-(+)-IbuprofenALPHA-METHYLPHENYLACETICACID Dex-ibuprofen (S-ibuprofen) (S)-(+)-IbuprofenQ: What is (S)-(+)-Ibuprofen Q: What is the CAS Number of (S)-(+)-Ibuprofen Q: What is the storage condition of (S)-(+)-Ibuprofen (S)-(+)-Ibuprofen, 98.5%, COX inhibitor Ibuprofen Impurity 21((S)-Isomer) RaMelteon iMpurity G Ramelteon-7 Ramelteon Imputiry G (S)-( )-Ibuprofen ((S)-Ibuprofen) (S)-(+)-ibuprofen reference substance (S)-(+)-2-(4-Isobutylphenyl)propionicAcid> (S)-2-(4-IsobutyL Ibuprofen (S)-Isomer DEXIBUPROFEN (S)-IBUPROFEN (S)-2-(4-Isobutylphenyl)propanoic acid Dextral ibuprofen Dexibuprofen (free acid),(S)-(+)-Ibuprofen exibuprofen Dextroibuprofen (+)-Ibuprofen Deibuprofen Dextrobuprofen 51146-56-6 511406-56-6 Cyclooxygenase Inhibitors Enzymes, Inhibitors, and Substrates Organic Building Blocks Biochemicals and Reagents Application Index Chiral Building Blocks Cell Signaling Enzymes Carboxylic Acids