Basic information
- Standard SMILES
CCOC(=O)[C@H](O)CCc1ccccc1- InChIKey
ZJYKSSGYDPNKQS-LLVKDONJSA-N- Molecular formula
- C12H16O3
- Average molar mass
- 208.25 g/mol
- Monoisotopic mass
- 208.10994437
Names & identifiers
- Preferred name
- Ethyl (R)-2-hydroxy-4-phenylbutyrate
- IUPAC
- ethyl (2R)-2-hydroxy-4-phenylbutanoate
- English name
- Ethyl (R)-2-hydroxy-4-phenylbutyrate
- Molecular formula
- C12H16O3
- Molecular weight
- 208.26
Names & synonyms
90315-82-5Ethyl (R)-2-Hydroxy-4-phenylbutyrateQP7IWH2QOXEthyl 2-hydroxy-4-phenylbutyrate, (2R)-(R)-HPBERefChem:593165618-525-4ethyl (2R)-2-hydroxy-4-phenylbutanoate(R)-ethyl 2-hydroxy-4-phenylbutanoateethyl (R)-2-hydroxy-4-phenylbutanoate(R)-2-Hydroxy-4-phenylbutyric Acid Ethyl EsterMFCD00077794
Show more names
(R)-2-HYDROXY-4-PHENYLBUTYRATERBZLEEthyl (R)-2-hydroxy-Benazepril Impurity 22Nitroxoline Impurity 13R-2-Hydroxy-4-butylphenyacetateEthyl 4-phenyl-2-hydroxybutanoateEthy(R)-2-hydroxy-4-phenybutyrateEthyl(R)-2-Hydroxyl-4-PhenylButyrate
Ethyl (R)-(-)-2-hydroxy-4-phenylbutyrateUNII-QP7IWH2QOXSCHEMBL614649DTXSID20370015EC 618-525-4(R)-(-)-2-Hydroxy-4-phenylbutyric acid ethyl estherCS-W015213ethyl (R)-2-hydrox
Database identifiers
- CAS
90315-82-5- PubChem CID
- 2733848
- DTXSID
DTXSID20370015- ChEMBL
CHEMBL4630646- UNII
- QP7IWH2QOX
- EC Number
- 618-525-4
- Nikkaji
- J275.578E
Properties
Computed structural properties
- XLogP
- 2.2
- Topological polar surface area
- 46.5 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 6
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 185
Physicochemical properties
- Melting point
- NA
- Boiling point
- 212 °C · 212 °C(lit.)
- alpha
- -10 · -10 º (c=neat)
- Density
- 1.075 g/mL · 1.075 g/mL at 20 °C(lit.)
- refractive index
- 20 · n20/D 1.504(lit.)
- Flash point
- 230 °F · >230 °F
- storage temp.
- -20 °C · Sealed in dry,Store in freezer, under -20°C
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Liquid
- pka
- 13 · 13.00±0.20(Predicted)
- color
- Colorless
- optical activity
- 21 · [α]21/D 10°, neat
- Water Solubility
- insoluble
- BRN
- 3590943 · 3590943
- InChI
- 1S/C12H16O3/c1-2-15-12(14)11(13)9-8-10-6-4-3-5-7-10/h3-7,11,13H,2,8-9H2,1H3/t11-/m1/s1
- InChIKey
- ZJYKSSGYDPNKQS-LLVKDONJSA-N
- SMILES
- CCOC(=O)[C@H](O)CCc1ccccc1
- CAS DataBase Reference
- 90315 · 90315-82-5(CAS DataBase Reference)
- FDA UNII
- 7 IWH2QOX · QP7IWH2QOX
- UNSPSC Code
- 12352108 · 12352108
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 264 · P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
- PPE
- Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
- Safety Statements
- 23 · 23-24/25
- WGK Germany
- 3 · 3
- HS Code
- 29181990 · 29181990
- Storage Class
- 10 · 10 - Combustible liquids
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 80% (4 of 5) of all reports.
Warning
H315 (20%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (20%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (20%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 5 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Reported as not meeting GHS hazard criteria per 4 of 5 reports by companies.；There is 1 notification provided by 1 of 5 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Regulatory InformationStatus: Active Update: 09-02-2012 https://echa.europa.eu/registration-dossier/-/registered-dossier/6749
Hazard Classes and CategoriesSkin Irrit. 2 (20%)；Eye Irrit. 2 (20%)；STOT SE 3 (20%)
Regulatory information
Regulatory InformationStatus: Active Update: 09-02-2012 https://echa.europa.eu/registration-dossier/-/registered-dossier/6749
Safety data
- PPE
- Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
- wgk
- 3
- hs_code
- 29181990
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 23-24/25
- Storage Class
- 10 - Combustible liquids
- Hazard statements
- H315-H319-H335
- REACH Registrations
- Active
- Precautionary statements
- P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
Chemistry & industry
Applications
UsesEthyl(R)-2-hydroxy-4-phenylbutyrate is used in the preparation of benzothiophenes, benzofurans, and indoles useful in the treatment of insulin resistance and hyperglycemia.
UsesEthyl (R)-()-2-hydroxy-4-phenylbutyrate can be used as a key intermediate for the synthesis of various ACE inhibitors like Cilazapril, Benazepril, and Enalapril.
Upstream & downstream products
Upstream raw materials
Suppliers50 total
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]
爱斯特（成都）生物制药股份有限公司+86-28-85122536 85324413 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
北京安司莫森技术有限公司010-82954736 13391601435 · [email protected]
Syntechem Co.,Ltd[email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
上海晶抗生物工程有限公司021-54721350 13524668266 · [email protected]
阿法埃莎（中国）化学有限公司400-6106006 · [email protected]
太原市瑞和丰科贸有限公司+86 351 7031519 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
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上海钰康生物科技有限公司+86-18930848214 +86-021-56762820 · [email protected]
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上海隆盛化工有限公司58099637 13585536065 · [email protected]
苏州启航生物科技有限公司18662190603;18151111370 · [email protected]
天津希恩思生化科技有限公司400 638 7771 · [email protected]
Xiamen AmoyChem Co., Ltd+86-86-5926051114 · [email protected]
上海源叶生物科技有限公司13636370518 · [email protected]
赛默飞世尔科技（中国）有限公司800-810-5118 · [email protected]
江苏艾康生物医药研发有限公司025-66113011 13913916777 · [email protected]
TCI Europe320-37350700 · [email protected]
深圳康特腾科技有限公司86-0755-86635001 · [email protected]
Shanghai Witofly Chemical Co.,Ltd[email protected]
上海汇凯化学科技有限公司021-61995394 18916691159 · [email protected]
济南铭雅医药科技有限公司0531-85828981 · [email protected]
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
HBCChem, Inc.+1-510-219-6317 · [email protected]
上海毕得医药科技股份有限公司400-164-7117 18317119277 · [email protected]
成都零六生物科技有限公司400-1166-196 13458535857 · [email protected]
上海馨远医药科技有限公司021-24206007 13764915196 · [email protected]
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上海孚一生物科技有限公司+86 (21) 61124340
凯试（上海）科技有限公司021-50135380 · [email protected]
湖北巨胜科技有限公司027-59599241 18871490274 · [email protected]
池州凯隆进出口贸易有限公司[email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
浙江泽天精细化工有限公司0571-87322520 18957127338 · [email protected]
厦门志信化学有限公司+86-5922680277 +86-13806087780 · [email protected]
广东翁江化学试剂有限公司0751-2886766 13927870850 · [email protected]
Hangzhou Proserre Chemical Co.,Ltd.+86-571-86088112 · [email protected]
浙江珲达生物科技有限公司0571-89903022 18679456698 · [email protected]
郑州阿尔法化工有限公司0371-53765687 18937137882 · [email protected]
上海润栖医药科技有限公司021-38751876 15000076078 · [email protected]
上海岚克医药科技发展有限公司0086-21-58956006
Related reactions
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