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27475-09-8

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27475-09-8 Usage

General Description

2-Benzyl-5-acetyl methyl salicylate, also known as "Benzyl salicylate," is a chemical compound commonly used in the fragrance and cosmetic industries. It is a colorless to pale yellow liquid with a sweet, slightly floral odor. This chemical is often added to perfumes, soaps, lotions, and other personal care products to impart a pleasant scent. It is also used as a flavoring agent in food products. Additionally, benzyl salicylate has been found to possess anti-inflammatory and analgesic properties, making it a valuable ingredient in topical pain relief products. However, it is important to note that benzyl salicylate is a known allergen and potential irritant to some individuals, so its use in products should be carefully considered and labeled accordingly.

Check Digit Verification of cas no

The CAS Registry Mumber 27475-09-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,7,4,7 and 5 respectively; the second part has 2 digits, 0 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 27475-09:
(7*2)+(6*7)+(5*4)+(4*7)+(3*5)+(2*0)+(1*9)=128
128 % 10 = 8
So 27475-09-8 is a valid CAS Registry Number.
InChI:InChI=1/C17H16O4/c1-12(18)14-8-9-16(15(10-14)17(19)20-2)21-11-13-6-4-3-5-7-13/h3-10H,11H2,1-2H3

27475-09-8Synthetic route

estere metilico dell'acido 5-acetilsalicilico
16475-90-4

estere metilico dell'acido 5-acetilsalicilico

benzyl bromide
100-39-0

benzyl bromide

5-acetyl-2-benzyloxybenzoic acid methyl ester
27475-09-8

5-acetyl-2-benzyloxybenzoic acid methyl ester

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 85℃; for 9h;100%
With potassium carbonate In acetonitrile at 75℃; for 16h;100%
With potassium carbonate In acetonitrile for 24h;96.6%
benzyl bromide
100-39-0

benzyl bromide

5-acetyl-2-benzyloxybenzoic acid methyl ester
27475-09-8

5-acetyl-2-benzyloxybenzoic acid methyl ester

Conditions
ConditionsYield
Stage #1: estere metilico dell'acido 5-acetilsalicilico With potassium carbonate In acetonitrile for 0.166667h;
Stage #2: benzyl bromide In methanol at 85℃; for 9.25h;
100%
estere metilico dell'acido 5-acetilsalicilico
16475-90-4

estere metilico dell'acido 5-acetilsalicilico

benzyl chloride
100-44-7

benzyl chloride

5-acetyl-2-benzyloxybenzoic acid methyl ester
27475-09-8

5-acetyl-2-benzyloxybenzoic acid methyl ester

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 50 - 65℃; for 2h;98.5%
With sodium carbonate In N,N-dimethyl-formamide at 110 - 115℃; for 2h;84.7%
With sodium In ethanol for 30h; Heating;55%
With sodium carbonate; sodium iodide In acetonitrile for 16h; Heating / reflux;55%
With potassium carbonate
estere metilico dell'acido 5-acetilsalicilico
16475-90-4

estere metilico dell'acido 5-acetilsalicilico

benzyl bromide
100-39-0

benzyl bromide

butanone
78-93-3

butanone

5-acetyl-2-benzyloxybenzoic acid methyl ester
27475-09-8

5-acetyl-2-benzyloxybenzoic acid methyl ester

Conditions
ConditionsYield
With hydrogenchloride; potassium carbonate71.4%
5-acetyl-2-benzyloxybenzoic acid methyl ester
27475-09-8

5-acetyl-2-benzyloxybenzoic acid methyl ester

2-benzyloxy-5-(2-bromoacetyl)benzoic acid methyl ester
27475-14-5

2-benzyloxy-5-(2-bromoacetyl)benzoic acid methyl ester

Conditions
ConditionsYield
With bromine In chloroform at 0 - 20℃; Inert atmosphere;97%
With N-Bromosuccinimide; sulfuric acid In acetonitrile at 50℃; for 1h;81%
With aluminium trichloride; bromine In diethyl ether for 3h; Ambient temperature;78%
5-acetyl-2-benzyloxybenzoic acid methyl ester
27475-09-8

5-acetyl-2-benzyloxybenzoic acid methyl ester

5-acetyl-2-(benzyloxy)benzoic acid
201663-18-5

5-acetyl-2-(benzyloxy)benzoic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide In tetrahydrofuran; methanol91%
Stage #1: 5-acetyl-2-benzyloxybenzoic acid methyl ester With sodium hydroxide; water In tetrahydrofuran; methanol for 8h;
Stage #2: With hydrogenchloride In tetrahydrofuran; methanol; water
91%
Stage #1: 5-acetyl-2-benzyloxybenzoic acid methyl ester With sodium hydroxide; water In tetrahydrofuran; methanol for 8h;
Stage #2: With hydrogenchloride In tetrahydrofuran; methanol; water
91%
5-acetyl-2-benzyloxybenzoic acid methyl ester
27475-09-8

5-acetyl-2-benzyloxybenzoic acid methyl ester

N,N-dimethyl-formamide dimethyl acetal
4637-24-5

N,N-dimethyl-formamide dimethyl acetal

A

methanol
67-56-1

methanol

B

methyl 2-(benzyloxy)-5-(3-(dimethylamino)acryloyl)benzoate
1031418-13-9

methyl 2-(benzyloxy)-5-(3-(dimethylamino)acryloyl)benzoate

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 110 - 115℃; for 8h;A n/a
B 82.1%
5-acetyl-2-benzyloxybenzoic acid methyl ester
27475-09-8

5-acetyl-2-benzyloxybenzoic acid methyl ester

5-(1-amino-ethyl)-2-benzyloxy-benzoic acid methyl ester

5-(1-amino-ethyl)-2-benzyloxy-benzoic acid methyl ester

Conditions
ConditionsYield
With ammonium acetate; sodium cyanoborohydride In methanol
5-acetyl-2-benzyloxybenzoic acid methyl ester
27475-09-8

5-acetyl-2-benzyloxybenzoic acid methyl ester

2-benzyloxy-5-(1-{2-[3-(4-carbamimidoyl-phenyl)-ureido]-acetylamino}-ethyl)-benzoic acid methyl ester

2-benzyloxy-5-(1-{2-[3-(4-carbamimidoyl-phenyl)-ureido]-acetylamino}-ethyl)-benzoic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaCNBH3; NH4OAc / methanol
2: O-[(EtOCO)cyanomethyleneamino]-N,N,N',N'-Me4-uronium*BF4; N-ethylmorpholine / dimethylformamide
View Scheme
5-acetyl-2-benzyloxybenzoic acid methyl ester
27475-09-8

5-acetyl-2-benzyloxybenzoic acid methyl ester

2-Hydroxymethyl-4-(1-hydroxy-2-pyrrolidin-1-yl-ethyl)-phenol

2-Hydroxymethyl-4-(1-hydroxy-2-pyrrolidin-1-yl-ethyl)-phenol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 78 percent / AlCl3, bromine / diethyl ether / 3 h / Ambient temperature
2: 2.) HCl / 1.) 15 h, reflux; 2.) ether, alcohol
3: 44 percent / LiAlH4 / diethyl ether; tetrahydrofuran / 4 h / Heating
4: 68 percent / hydrogen / 10percent Pd/C / 760 Torr / Ambient temperature
View Scheme
5-acetyl-2-benzyloxybenzoic acid methyl ester
27475-09-8

5-acetyl-2-benzyloxybenzoic acid methyl ester

2-Hydroxymethyl-4-[1-hydroxy-2-(4-methyl-piperazin-1-yl)-ethyl]-phenol

2-Hydroxymethyl-4-[1-hydroxy-2-(4-methyl-piperazin-1-yl)-ethyl]-phenol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 78 percent / AlCl3, bromine / diethyl ether / 3 h / Ambient temperature
2: 2.) HCl / 1.) 15 h, reflux; 2.) ether, alcohol
3: 41 percent / LiAlH4 / diethyl ether; tetrahydrofuran / 4 h / Heating
4: 34 percent / hydrogen / 10percent Pd/C / 760 Torr / Ambient temperature
View Scheme
5-acetyl-2-benzyloxybenzoic acid methyl ester
27475-09-8

5-acetyl-2-benzyloxybenzoic acid methyl ester

2-Hydroxymethyl-4-[1-hydroxy-2-(4-phenyl-piperidin-1-yl)-ethyl]-phenol

2-Hydroxymethyl-4-[1-hydroxy-2-(4-phenyl-piperidin-1-yl)-ethyl]-phenol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 78 percent / AlCl3, bromine / diethyl ether / 3 h / Ambient temperature
2: 2.) HCl / 1.) 15 h, reflux; 2.) ether, alcohol
3: 41 percent / LiAlH4 / diethyl ether; tetrahydrofuran / 4 h / Heating
4: 58 percent / hydrogen / 10percent Pd/C / 760 Torr / Ambient temperature
View Scheme
5-acetyl-2-benzyloxybenzoic acid methyl ester
27475-09-8

5-acetyl-2-benzyloxybenzoic acid methyl ester

2-Hydroxymethyl-4-{1-hydroxy-2-[(4-phenyl-cyclohexylmethyl)-amino]-ethyl}-phenol

2-Hydroxymethyl-4-{1-hydroxy-2-[(4-phenyl-cyclohexylmethyl)-amino]-ethyl}-phenol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 78 percent / AlCl3, bromine / diethyl ether / 3 h / Ambient temperature
2: 2.) HCl / 1.) 24 h, reflux; 2.) ether, alcohol
3: 71 percent / LiAlH4 / diethyl ether; tetrahydrofuran / 4 h / Heating
4: 59 percent / hydrogen / 10percent Pd/C / 760 Torr / Ambient temperature
View Scheme
5-acetyl-2-benzyloxybenzoic acid methyl ester
27475-09-8

5-acetyl-2-benzyloxybenzoic acid methyl ester

1-(4-Benzyloxy-3-hydroxymethyl-phenyl)-2-pyrrolidin-1-yl-ethanol
74068-64-7

1-(4-Benzyloxy-3-hydroxymethyl-phenyl)-2-pyrrolidin-1-yl-ethanol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 78 percent / AlCl3, bromine / diethyl ether / 3 h / Ambient temperature
2: 2.) HCl / 1.) 15 h, reflux; 2.) ether, alcohol
3: 44 percent / LiAlH4 / diethyl ether; tetrahydrofuran / 4 h / Heating
View Scheme
5-acetyl-2-benzyloxybenzoic acid methyl ester
27475-09-8

5-acetyl-2-benzyloxybenzoic acid methyl ester

4-{2-[1-(4-Cyclohexyl-phenyl)-ethylamino]-1-hydroxy-ethyl}-2-hydroxymethyl-phenol

4-{2-[1-(4-Cyclohexyl-phenyl)-ethylamino]-1-hydroxy-ethyl}-2-hydroxymethyl-phenol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 78 percent / AlCl3, bromine / diethyl ether / 3 h / Ambient temperature
2: 74 percent / 24 h / Heating
3: LiAlH4 / diethyl ether; tetrahydrofuran / 4 h / Heating
4: 42 percent / hydrogen / 10percent Pd/C / 3040 Torr / Ambient temperature
View Scheme
5-acetyl-2-benzyloxybenzoic acid methyl ester
27475-09-8

5-acetyl-2-benzyloxybenzoic acid methyl ester

4-{2-[2-(4-Cyclohexyl-phenyl)-1-methyl-ethylamino]-1-hydroxy-ethyl}-2-hydroxymethyl-phenol

4-{2-[2-(4-Cyclohexyl-phenyl)-1-methyl-ethylamino]-1-hydroxy-ethyl}-2-hydroxymethyl-phenol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 78 percent / AlCl3, bromine / diethyl ether / 3 h / Ambient temperature
2: 2.) HCl / 1.) 24 h, reflux; 2.) ether, alcohol
3: LiAlH4 / diethyl ether; tetrahydrofuran / 4 h / Heating
4: 21 percent / hydrogen / 10percent Pd/C / 3040 Torr / Ambient temperature
View Scheme
5-acetyl-2-benzyloxybenzoic acid methyl ester
27475-09-8

5-acetyl-2-benzyloxybenzoic acid methyl ester

1-(4-Benzyloxy-3-hydroxymethyl-phenyl)-2-(4-phenyl-piperidin-1-yl)-ethanol
74068-68-1

1-(4-Benzyloxy-3-hydroxymethyl-phenyl)-2-(4-phenyl-piperidin-1-yl)-ethanol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 78 percent / AlCl3, bromine / diethyl ether / 3 h / Ambient temperature
2: 2.) HCl / 1.) 15 h, reflux; 2.) ether, alcohol
3: 41 percent / LiAlH4 / diethyl ether; tetrahydrofuran / 4 h / Heating
View Scheme
5-acetyl-2-benzyloxybenzoic acid methyl ester
27475-09-8

5-acetyl-2-benzyloxybenzoic acid methyl ester

2-Hydroxymethyl-4-(1-hydroxy-2-piperidin-1-yl-ethyl)-phenol; hydrochloride

2-Hydroxymethyl-4-(1-hydroxy-2-piperidin-1-yl-ethyl)-phenol; hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 78 percent / AlCl3, bromine / diethyl ether / 3 h / Ambient temperature
2: 2.) HCl / 1.) 15 h, reflux; 2.) ether, alcohol
3: 55 percent / LiAlH4 / diethyl ether; tetrahydrofuran / 4 h / Heating
4: 52 percent / hydrogen / 10percent Pd/C / 760 Torr / Ambient temperature
View Scheme
5-acetyl-2-benzyloxybenzoic acid methyl ester
27475-09-8

5-acetyl-2-benzyloxybenzoic acid methyl ester

2-{Benzyl-[2-(4-cyclohexyl-phenyl)-1-methyl-ethyl]-amino}-1-(4-benzyloxy-3-hydroxymethyl-phenyl)-ethanol
74068-82-9

2-{Benzyl-[2-(4-cyclohexyl-phenyl)-1-methyl-ethyl]-amino}-1-(4-benzyloxy-3-hydroxymethyl-phenyl)-ethanol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 78 percent / AlCl3, bromine / diethyl ether / 3 h / Ambient temperature
2: 2.) HCl / 1.) 24 h, reflux; 2.) ether, alcohol
3: LiAlH4 / diethyl ether; tetrahydrofuran / 4 h / Heating
View Scheme
5-acetyl-2-benzyloxybenzoic acid methyl ester
27475-09-8

5-acetyl-2-benzyloxybenzoic acid methyl ester

1-(4-Benzyloxy-3-hydroxymethyl-phenyl)-2-[benzyl-(4-phenyl-cyclohexylmethyl)-amino]-ethanol
74068-77-2

1-(4-Benzyloxy-3-hydroxymethyl-phenyl)-2-[benzyl-(4-phenyl-cyclohexylmethyl)-amino]-ethanol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 78 percent / AlCl3, bromine / diethyl ether / 3 h / Ambient temperature
2: 2.) HCl / 1.) 24 h, reflux; 2.) ether, alcohol
3: 71 percent / LiAlH4 / diethyl ether; tetrahydrofuran / 4 h / Heating
View Scheme
5-acetyl-2-benzyloxybenzoic acid methyl ester
27475-09-8

5-acetyl-2-benzyloxybenzoic acid methyl ester

2-{Benzyl-[1-(4-cyclohexyl-phenyl)-ethyl]-amino}-1-(4-benzyloxy-3-hydroxymethyl-phenyl)-ethanol
74083-47-9

2-{Benzyl-[1-(4-cyclohexyl-phenyl)-ethyl]-amino}-1-(4-benzyloxy-3-hydroxymethyl-phenyl)-ethanol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 78 percent / AlCl3, bromine / diethyl ether / 3 h / Ambient temperature
2: 74 percent / 24 h / Heating
3: LiAlH4 / diethyl ether; tetrahydrofuran / 4 h / Heating
View Scheme
5-acetyl-2-benzyloxybenzoic acid methyl ester
27475-09-8

5-acetyl-2-benzyloxybenzoic acid methyl ester

5-(2-{Benzyl-[1-(4-cyclohexyl-phenyl)-ethyl]-amino}-acetyl)-2-benzyloxy-benzoic acid methyl ester
74068-80-7

5-(2-{Benzyl-[1-(4-cyclohexyl-phenyl)-ethyl]-amino}-acetyl)-2-benzyloxy-benzoic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 78 percent / AlCl3, bromine / diethyl ether / 3 h / Ambient temperature
2: 74 percent / 24 h / Heating
View Scheme
5-acetyl-2-benzyloxybenzoic acid methyl ester
27475-09-8

5-acetyl-2-benzyloxybenzoic acid methyl ester

2-Benzyloxy-5-(2-pyrrolidin-1-yl-acetyl)-benzoic acid methyl ester; hydrochloride

2-Benzyloxy-5-(2-pyrrolidin-1-yl-acetyl)-benzoic acid methyl ester; hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 78 percent / AlCl3, bromine / diethyl ether / 3 h / Ambient temperature
2: 2.) HCl / 1.) 15 h, reflux; 2.) ether, alcohol
View Scheme
5-acetyl-2-benzyloxybenzoic acid methyl ester
27475-09-8

5-acetyl-2-benzyloxybenzoic acid methyl ester

1-(4-Benzyloxy-3-hydroxymethyl-phenyl)-2-piperidin-1-yl-ethanol; hydrochloride

1-(4-Benzyloxy-3-hydroxymethyl-phenyl)-2-piperidin-1-yl-ethanol; hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 78 percent / AlCl3, bromine / diethyl ether / 3 h / Ambient temperature
2: 2.) HCl / 1.) 15 h, reflux; 2.) ether, alcohol
3: 55 percent / LiAlH4 / diethyl ether; tetrahydrofuran / 4 h / Heating
View Scheme
5-acetyl-2-benzyloxybenzoic acid methyl ester
27475-09-8

5-acetyl-2-benzyloxybenzoic acid methyl ester

2-Benzyloxy-5-(2-piperidin-1-yl-acetyl)-benzoic acid methyl ester; hydrochloride

2-Benzyloxy-5-(2-piperidin-1-yl-acetyl)-benzoic acid methyl ester; hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 78 percent / AlCl3, bromine / diethyl ether / 3 h / Ambient temperature
2: 2.) HCl / 1.) 15 h, reflux; 2.) ether, alcohol
View Scheme
5-acetyl-2-benzyloxybenzoic acid methyl ester
27475-09-8

5-acetyl-2-benzyloxybenzoic acid methyl ester

1-(4-Benzyloxy-3-hydroxymethyl-phenyl)-2-morpholin-4-yl-ethanol; hydrochloride

1-(4-Benzyloxy-3-hydroxymethyl-phenyl)-2-morpholin-4-yl-ethanol; hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 78 percent / AlCl3, bromine / diethyl ether / 3 h / Ambient temperature
2: 2.) HCl / 1.) 15 h, reflux; 2.) ether, alcohol
3: 70 percent / LiAlH4 / diethyl ether; tetrahydrofuran / 4 h / Heating
View Scheme
5-acetyl-2-benzyloxybenzoic acid methyl ester
27475-09-8

5-acetyl-2-benzyloxybenzoic acid methyl ester

2-Benzyloxy-5-(2-morpholin-4-yl-acetyl)-benzoic acid methyl ester; hydrochloride

2-Benzyloxy-5-(2-morpholin-4-yl-acetyl)-benzoic acid methyl ester; hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 78 percent / AlCl3, bromine / diethyl ether / 3 h / Ambient temperature
2: 2.) HCl / 1.) 15 h, reflux; 2.) ether, alcohol
View Scheme
5-acetyl-2-benzyloxybenzoic acid methyl ester
27475-09-8

5-acetyl-2-benzyloxybenzoic acid methyl ester

2-Benzyloxy-5-[2-(4-methyl-piperazin-1-yl)-acetyl]-benzoic acid methyl ester; hydrochloride

2-Benzyloxy-5-[2-(4-methyl-piperazin-1-yl)-acetyl]-benzoic acid methyl ester; hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 78 percent / AlCl3, bromine / diethyl ether / 3 h / Ambient temperature
2: 2.) HCl / 1.) 15 h, reflux; 2.) ether, alcohol
View Scheme
5-acetyl-2-benzyloxybenzoic acid methyl ester
27475-09-8

5-acetyl-2-benzyloxybenzoic acid methyl ester

2-Benzyloxy-5-[2-(4-phenyl-piperidin-1-yl)-acetyl]-benzoic acid methyl ester; hydrochloride

2-Benzyloxy-5-[2-(4-phenyl-piperidin-1-yl)-acetyl]-benzoic acid methyl ester; hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 78 percent / AlCl3, bromine / diethyl ether / 3 h / Ambient temperature
2: 2.) HCl / 1.) 15 h, reflux; 2.) ether, alcohol
View Scheme
5-acetyl-2-benzyloxybenzoic acid methyl ester
27475-09-8

5-acetyl-2-benzyloxybenzoic acid methyl ester

5-(2-{Benzyl-[2-(4-cyclohexyl-phenyl)-1-methyl-ethyl]-amino}-acetyl)-2-benzyloxy-benzoic acid methyl ester; hydrochloride

5-(2-{Benzyl-[2-(4-cyclohexyl-phenyl)-1-methyl-ethyl]-amino}-acetyl)-2-benzyloxy-benzoic acid methyl ester; hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 78 percent / AlCl3, bromine / diethyl ether / 3 h / Ambient temperature
2: 2.) HCl / 1.) 24 h, reflux; 2.) ether, alcohol
View Scheme

27475-09-8Relevant articles and documents

A chromatography-free synthesis of racemic salbutamol hemisulfate

Vanoost, Agathe,Petit, Laurent

supporting information, (2020/06/30)

Our efforts to achieve an efficient synthesis of racemic salbutamol hemisulfate are described. The selected chemical route starts from commodity chemicals and allows the generation of salbutamol hemisulfate in 5 steps and 44% overall yield without any purification by column chromatography. The reaction sequence has been optimized to provide the title compound using robust procedures. Emphasis on reproducibility and experimental simplicity drove the work described herein.

A multivalent approach to the discovery of long-acting β2- adrenoceptor agonists for the treatment of asthma and COPD

Jacobsen, John R.,Choi, Seok Ki,Combs, Jesse,Fournier, Eric J.L.,Klein, Uwe,Pfeiffer, Juergen W.,Thomas, G. Roger,Yu, Cecile,Moran, Edmund J.

scheme or table, p. 1213 - 1218 (2012/03/11)

A multivalent approach was applied to the design of long-acting inhaled β2-adrenoceptor agonists. A series of dimeric arylethanolamines based on the short acting β2-adrenoceptor agonist albuterol were prepared, varying the nature and length of the linker between the basic nitrogens. None of the C2-symmetric dimers demonstrated increased potency, however dimer 5j, derived from 4-phenethylamine, was found to have increased binding potency in vitro relative to the parent monomer. Optimization of this structure led to the identification of 22 (milveterol) which demonstrates high potency in vitro and long duration of action in a guinea pig model of bronchoprotection.

SPIROKETONE ACETYL-COA CARBOXYLASE INHIBITORS

-

Page/Page column 36-37, (2008/12/06)

The invention provides compounds of Formula (1) or a pharmaceutically acceptable salt of said compound, wherein R1, R2, R3, R4, R5, R6, R7, R8 and R9 are as described herein; pharmaceutical compositions thereof; and the use thereof in treating mammals suffering from the condition of being overweight.

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