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(S)-1-CHLORO-3-PHENYLPROPAN-2-OL, also known as 1-chloro-2-phenyl-1-propanol, is a chiral compound belonging to the class of organic chemicals known as phenylpropylamines. It is characterized by its colorless liquid form with a slightly sweet odor. (S)-1-CHLORO-3-PHENYLPROPAN-2-OL is distinguished by its molecular structure, which features a chlorine atom attached to the first carbon of the three-carbon chain, a phenyl group at the second carbon, and a hydroxyl group at the third carbon. Its unique properties make it a versatile compound with potential applications in various industries.

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  • 406945-51-5 Structure
  • Basic information

    1. Product Name: (S)-1-CHLORO-3-PHENYLPROPAN-2-OL
    2. Synonyms: (S)-1-CHLORO-3-PHENYLPROPAN-2-OL
    3. CAS NO:406945-51-5
    4. Molecular Formula: C9H11ClO
    5. Molecular Weight: 170.64
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 406945-51-5.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: (S)-1-CHLORO-3-PHENYLPROPAN-2-OL(CAS DataBase Reference)
    10. NIST Chemistry Reference: (S)-1-CHLORO-3-PHENYLPROPAN-2-OL(406945-51-5)
    11. EPA Substance Registry System: (S)-1-CHLORO-3-PHENYLPROPAN-2-OL(406945-51-5)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 406945-51-5(Hazardous Substances Data)

406945-51-5 Usage

Uses

Used in Pharmaceutical Synthesis:
(S)-1-CHLORO-3-PHENYLPROPAN-2-OL is used as an intermediate in the synthesis of pharmaceuticals and fine chemicals. Its unique molecular structure allows it to serve as a key component in the development of new medications, contributing to the advancement of the pharmaceutical industry.
Used in Antimicrobial Applications:
(S)-1-CHLORO-3-PHENYLPROPAN-2-OL is used as an antimicrobial agent for its demonstrated antibacterial and antifungal properties. This makes it a promising candidate for the development of new medications to combat various microbial infections, particularly in the context of increasing antibiotic resistance.
Used in Chemical Research:
As a chiral compound, (S)-1-CHLORO-3-PHENYLPROPAN-2-OL is used in chemical research to study the effects of stereochemistry on the properties and reactivity of molecules. This contributes to a deeper understanding of chemical reactions and the development of more efficient synthetic routes for pharmaceuticals and other chemicals.
Used in the Flavor and Fragrance Industry:
Due to its slightly sweet odor, (S)-1-CHLORO-3-PHENYLPROPAN-2-OL can be used as a component in the flavor and fragrance industry. Its unique scent profile can be utilized to create new and innovative fragrances or enhance existing ones, adding value to the industry.

Check Digit Verification of cas no

The CAS Registry Mumber 406945-51-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 4,0,6,9,4 and 5 respectively; the second part has 2 digits, 5 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 406945-51:
(8*4)+(7*0)+(6*6)+(5*9)+(4*4)+(3*5)+(2*5)+(1*1)=155
155 % 10 = 5
So 406945-51-5 is a valid CAS Registry Number.

406945-51-5Relevant articles and documents

Dual DAT/σ1 receptor ligands based on 3-(4-(3-(bis(4-fluorophenyl)amino)propyl)piperazin-1-yl)-1-phenylpropan-1-ol

Cao, Jianjing,Kopajtic, Theresa,Katz, Jonathan L.,Newman, Amy Hauck

supporting information; experimental part, p. 5238 - 5241 (2009/05/12)

Ester analogs of (±)3-(4-(3-(bis(4-fluorophenyl)amino)propyl)piperazin-1-yl)-1-phenylpropan-1-ol were synthesized and evaluated for binding at DAT, SERT, NET, and σ1 receptors, and compared to GBR 12909 and several known σ1 receptor ligands. Most of these compounds demonstrated high affinity (Ki = 4.3-51 nM) and selectivity for the DAT among the monoamine transporters. S- and R-1-(4-(3-(bis(4-fluorophenyl)amino)propyl)piperazin-1-yl)-3-phenylpropan-2-ol were also prepared wherein modest enantioselectivity was demonstrated at the DAT. However, no enantioselectivity at σ1 receptors was observed and most of the ester analogs of the more active S-enantiomer showed comparable binding affinities at both DAT and σ1 receptors with a maximal 16-fold DAT/σ1 selectivity.

Stereo-complementary two-step cascades using a two-enzyme system leading to enantiopure epoxides

Seisser, Birgit,Lavandera, Ivan,Faber, Kurt,Spelberg, Jeffrey H. Lutje,Kroutil, Wolfgang

, p. 1399 - 1404 (2008/03/28)

A novel one-pot, two-step, two-enzyme cascade is described. Pro-chiral α-chloro ketones are stereoselectively reduced to the corresponding halohydrins as an intermediate by a biocatalytic hydrogen transfer process. The intermediate is transformed to the corresponding epoxide by a non-enantioselective halohydrin dehalogenase. Thus, by combining a Prelog- or anti-Prelog alcohol dehydrogenase with a non-selective halohydrin dehalogenase, enantiopure (R)- as well as (S)-epoxides were obtained.

Non-racemic halohydrins via biocatalytic hydrogen-transfer reduction of halo-ketones and one-pot cascade reaction to enantiopure epoxides

Poessl, Tina M.,Kosjek, Birgit,Ellmer, Ursula,Gruber, Christian C.,Edegger, Klaus,Faber, Kurt,Hildebrandt, Petra,Bornscheuer, Uwe T.,Kroutil, Wolfgang

, p. 1827 - 1834 (2007/10/03)

Biocatalytic hydrogen-transfer reduction of α-chloro-ketones furnished non-racemic chlorohydrins by employing either Rhodococcus ruber as lyophilized cell catalyst or an alcohol dehydrogenase preparation from Pseudomonas fluorescens DSM 50106 (PF-ADH). Fo

Chemoenzymatic dynamic kinetic resolution of β-halo alcohols. An efficient route to chiral epoxides

Pamies, Oscar,Baeckvall, Jan-E.

, p. 9006 - 9010 (2007/10/03)

Enzymatic resolution of β-chloro alcohols in combination with ruthenium-catalyzed alcohol isomerization led to a successful dynamic kinetic resolution (conversion up to 99% and ee up to 97%). The efficiency of the DKR is dramatically reduced when β-bromo alcohols are used. The presence of the bromo substituent causes decomposition of the ruthenium catalysts, which triggers the progressive deactivation of the enzyme. The synthetic utility of this procedure has been illustrated by the practical synthesis of different chiral epoxides.

Development of long-acting dopamine transporter ligands as potential cocaine-abuse therapeutic agents: Chiral hydroxyl-containing derivatives of 1-[2-[bis(4-fluorophenyl)methoxy]ethyl]-4-(3-phenylpropyl)piperazine and 1-[2-(diphenylmethoxy) ethyl]-4-(3-ph

Hsin, Ling-Wei,Dersch, Christina M.,Baumann, Michael H.,Stafford, David,Glowa, John R.,Rothman, Richard B.,Jacobson, Arthur E.,Rice, Kenner C.

, p. 1321 - 1329 (2007/10/03)

In our search for long-acting agents for the treatment of cocaine abuse, a series of optically pure hydroxylated derivatives of 1-[2-[bis(4-fluorophenyl)methoxy]ethyl]-4-(3-phenylpropyl)piperazine (1) and 1-[2-(diphenylmethoxy)ethyl]-4-(3-phenylpropyl)pip

Pseudomonas Lipases as Catalysts in Organic Synthesis: Specificity of Lipoprotein Lipase

Kim, Mahn-Joo,Cho, Hangjin

, p. 1411 - 1413 (2007/10/02)

Described are the structural features of the substrates accepted by lipoprotein lipase from Pseudomonas aeruginosa which can serve as the rules for interpreting and predicting the specificity of this enzyme.

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