3306-06-7

Basic information

• Product Name: 1S,2S-(+)-2-amino-1-phenylpropane-1,3-diol
• Synonyms: 1S,2S-(+)-2-amino-1-phenylpropane-1,3-diol;Phe-val98.5%;2-Amino-1-phenyl-1,3-propanediol;2-amino-1-phenyl-propane-1,3-diol;2-amino-1-phenylpropane-1,3-diol;2-azanyl-1-phenyl-propane-1,3-diol
• CAS NO: 3306-06-7
• Molecular Formula: C₉H₁₃NO₂
• Molecular Weight: 167.20502
• EINECS: 221-985-5
• Mol File: 3306-06-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 360.6°Cat760mmHg
• Flash Point: 171.9°C
• Appearance: /
• Density: 1.206g/cm³
• Vapor Pressure: 7.87E-06mmHg at 25°C
• Refractive Index: 1.593
• CAS DataBase Reference: 1S,2S-(+)-2-amino-1-phenylpropane-1,3-diol(CAS DataBase Reference)
• NIST Chemistry Reference: 1S,2S-(+)-2-amino-1-phenylpropane-1,3-diol(3306-06-7)
• EPA Substance Registry System: 1S,2S-(+)-2-amino-1-phenylpropane-1,3-diol(3306-06-7)

Safety Data

• Hazardous Substances Data: 3306-06-7(Hazardous Substances Data)

Usage

Uses

2-Amino-1-phenyl-1,3-propanediol is used in the synthetic preparation of aryl-substituted indazole derivatives as modulators and inhibitors of protein kinases in the treatment of tumor growth, cellular proliferation, and angiogenesis.

InChI:InChI=1/C9H13NO2/c10-8(6-11)9(12)7-4-2-1-3-5-7/h1-5,8-9,11-12H,6,10H2/t8-,9-/m0/s1

Upstream product

• 50-00-0 formaldehyd 
• 614-21-1 2-nitroacetophenone 
• 52239-32-4 1,3-Dihydroxy-2-Nitro-1-phenylpropane 
• 60317-41-1 ethyl 2-(hydroxyimino)-3-oxo-3-phenylpropanoate 
• 94860-72-7 3-hydroxy-1-phenyl-2-(2-phenylhydrazono)propan-1-one 
• 38114-29-3 (+/-)-methyl (βS)-β-hydroxy-1-phenylalaninate 
• 15917-28-9 (2RS,3RS)-2-amino-3-hydroxy-3-phenyl-propionic acid ethyl ester 
• 337512-10-4 3-oxo-3-(p-chlorophenyl)-2-phenylhydrazonopropanal 
• 60083-18-3 3-oxo-3-phenyl-2-(phenylhydrazono)propanal 
• 625-48-9 2-nitro-1-ethanol 
• 100-52-7 benzaldehyde 
• 42267-16-3 erythro-DL-β-phenylserine ethyl ester hydrochloride 
• 69-96-5 (2RS,3RS)-2-amino-3-hydroxy-3-phenyl-propionic acid 
• 15823-87-7 phenylglyoxal-2-(Z)-phenylhydrazone 

Downstream Products

• 25126-19-6 (1RS,2RS)-2-(2,2-dichloro-acetylamino)-1-phenyl-propane-1,3-diol 
• 53732-41-5 (+/-)-(2-methyl-5c-phenyl-4,5-dihydro-oxazol-4r-yl)-methanol 
• 53732-41-5 (+/-)-(2-methyl-5t-phenyl-4,5-dihydro-oxazol-4r-yl)-methanol 
• 25126-19-6 (1RS,2SR)-2-(2,2-dichloro-acetylamino)-1-phenyl-propane-1,3-diol 
• 102312-49-2 (2RS,3SR)-2-amino-3-chloro-3-phenyl-propan-1-ol 
• 3306-06-7 (+/-)-threo-2-amino-1-phenyl-1,3-propanediol 
• 28143-91-1 (1S,2S)-2-amino-1-phenyl-1,3-diol 
• 46032-98-8 (1R,2R)-2-amino-1-phenylpropane-1,3-diol 
• 3313-19-7 (1RS,2SR)-2-acetylamino-1-phenyl-propane-1,3-diol 
• 3509-75-9 (1RS,2SR)-1,3-diacetoxy-2-acetylamino-1-phenyl-propane 
• 3313-19-7 (1RS,2RS)-2-acetylamino-1-phenyl-propane-1,3-diol 
• 3509-75-9 (1RS,2RS)-1,3-diacetoxy-2-acetylamino-1-phenyl-propane 
• 115964-09-5 (1RS:2SR)-2-benzamino-3-benzoyloxy-1-phenyl-propanol-⁽¹⁾ 
• 3313-16-4 (1RS,2SR)-2-benzoylamino-1,3-bis-benzoyloxy-1-phenyl-propane 

Relevant articles and documents

Micro-reaction system and method for continuously preparing 2-amino-1,3-diol compounds

The invention belongs to the technical field of pharmaceutical engineering, and particularly relates to a micro-reaction system and method for continuously preparing 2-amino-1,3-diol compounds. The micro-reaction system comprises a micro-mixer and a micro-channel reactor which communicate with each other in sequence; the micro-mixer is used for mixing a solution of a raw material 2-nitro-1,3-diol compound with hydrogen; and the micro-channel reactor is used for continuous reaction of the mixture. The method comprises the following steps: packing a palladium catalyst in the microchannel reactor, dissolving a 2-nitro-1,3-diol compound in an organic solvent, conveying the dissolved 2-nitro-1,3-diol compound and hydrogen into the microchannel reactor at the same time, and carrying out a continuous catalytic hydrogenation reaction to obtain the corresponding 2-amino-1, 3-diol compound. According to the method, the reaction time is only several minutes, the yield of the product 2-amino-1,3-diol compound is larger than 99%, the technological process is continuous, the automation degree is high, the space time yield is high, operation is easy and convenient, the step of separating reaction liquid from a catalyst is not needed, cost is low, and the method is environmentally friendly, safe and easy for industrial production.

PPMP as a ceramide catabolism inhibitor for cancer treatment

The present invention relates to a method of treating a hyperproliferative disorder comprising administering a ceramide generating retinoid comprising a retinoic acid derivative or a pharmaceutically acceptable salt thereof, and D-threo-PPMP as a ceramide degradation inhibitor or a pharmaceutically acceptable salt thereof, wherein the hyperproliferative disorder is a tumor; and wherein the ceramide generating retinoid is administered in an amount effective to produce necrosis, apoptosis or both in the tumor, and the ceramide degradation inhibitor is administered in an amount effective to increase the necrosis, apoptosis or both in the tumor over that expected to be produced by the sum of that produced by the ceramide generating retinoid and the ceramide degradation inhibitor when administered separately.

Resolution of Racemic Amines with 2-Methyl-2-phenylbutanedioic Acid

Five racemic amines were resolved in high chemical and optical yields using (S)-(+)-2-methyl-2-phenylbutanedioic acid as resolving reagent.The reagent can be recovered quantitatively and without any change in its optical purity. (R)-(-)-2-Methyl-2-phenylbutanedioic acid was also obtained.