3-(10H-Phenothiazin-10-yl)propanoic acid

Base Information

• Chemical Name: 3-(10H-Phenothiazin-10-yl)propanoic acid
• CAS No.: 362-03-8
• Molecular Formula: C15H13 N O2 S
• Molecular Weight: 271.34
• Hs Code.: 2934999090
• European Community (EC) Number: 421-260-5,806-174-1
• NSC Number: 638691,525721
• DSSTox Substance ID: DTXSID00326237
• Nikkaji Number: J79.602F
• Wikidata: Q82087045
• ChEMBL ID: CHEMBL149272
• Mol file: 362-03-8.mol

Synonyms:3-(10H-Phenothiazin-10-yl)propanoic acid;362-03-8;3-phenothiazin-10-ylpropanoic acid;Phenothiazine-10-propionic acid;10H-Phenothiazine-10-propanoic acid;MLS000757215;NSC525721;NSC638691;3-(phenothiazin-10-yl)propionic acid;EC 421-260-5;3-(phenothiazin-10-yl)propanoic acid;Enamine_001842;Oprea1_197679;SCHEMBL179882;CHEMBL149272;(S)-3-CHLOROMANDELICACID;DTXSID00326237;HMS1399D16;HMS2885G06;MFCD00156933;STK500286;AKOS000265872;AT24527;NSC 525721;NSC-525721;NSC-638691;SMR000529046;3-(10H-Phenothiazin-10-yl)propanoicacid;FT-0673709;EN300-00815;A929793;SR-01000596966;SR-01000596966-1;Z56812788;F0850-6558;1-(cyclobutylcarbonyl)-N-(3-fluorobenzyl)-3-methylpiperidine-3-carboxamide

Chemical Property of 3-(10H-Phenothiazin-10-yl)propanoic acid

Chemical Property:

• Vapor Pressure: 6.62E-10mmHg at 25°C
• Boiling Point: 477°Cat760mmHg
• Flash Point: 242.3°C
• PSA: 65.84000
• Density: 1.321g/cm³
• LogP: 3.82900
• Solubility.: Ethyl Acetate, Methanol, Water
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 271.06669983
• Heavy Atom Count: 19
• Complexity: 314

Purity/Quality:

99.9% ^*data from raw suppliers

Phenothiazine-10-propionicAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: N
• Statements: 51/53
• Safety Statements: 24/25-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N(C3=CC=CC=C3S2)CCC(=O)O
• Uses: 10-Phenothiazine propiocic acid can be used in the addition of Phenothiazine (P318040). Reagent used in the addition of Phenothiazine (P318040).

Technology Process of 3-(10H-Phenothiazin-10-yl)propanoic acid

There total 7 articles about 3-(10H-Phenothiazin-10-yl)propanoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

10H-phenothiazine-10-propanenitrile (1698-80-2) → 3-(10H-phenothiazin-10-yl)propanoic acid (362-03-8)

Guidance literature:

With sodium hydroxide; In methanol; for 15h; Inert atmosphere;

DOI:10.1039/c5cc07762a

Reference yield:

10H-phenothiazine (92-84-2) → 3-(10H-phenothiazin-10-yl)propanoic acid (362-03-8)

Guidance literature:

Multi-step reaction with 2 steps

1: PhCH₂N⁽¹⁺⁾Me₃*OH^(1-)

2: aq. NaOH / methanol / Heating

With sodium hydroxide; N-benzyl-trimethylammonium hydroxide; In methanol;

DOI:10.1021/ac025872t

Reference yield:

10H-phenothiazine (92-84-2) → 3-(10H-phenothiazin-10-yl)propanoic acid (362-03-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / Triton B / dioxane / 90 h

2: 40 percent / NaOH / H₂O; methanol / 16 h / Heating

With sodium hydroxide; N-benzyl-trimethylammonium hydroxide; In 1,4-dioxane; methanol; water;

upstream raw materials:

10H-phenothiazine-10-propanenitrile

β-(10-Phenothiazyl)propionic acid ethyl ester

10H-phenothiazine

Downstream raw materials:

prop-2-ynyl N-[3-(10H-phenothiazin-10-yl)propanoyl]glycylglycyltyrosinate

N-[3-(10H-phenothiazin-10-yl)propanoyl]glycylglycyl-N'-prop-2-ynyltyrosinamide

prop-2-ynyl N-[3-(10H-phenothiazin-10-yl)propanoyl]glycyltyrosinate

N-[3-(10H-phenothiazin-10-yl)propanoyl]glycyl-N'-prop-2-ynyltyrosinamide

Refernces

• 1、 He, Chun-Xian,Meng, Hui,Zhang, Xiang,Cui, Hua-Qing,Yin, Da-Li. "Synthesis and bio-evaluation of phenothiazine derivatives as new anti-tuberculosis agents". supporting information. p. 951 - 954. Retrieved 2015/08/18.
• 2、 Dumitriu, Gina-Mirabela,Ghinet, Alina,B?cu, Elena,Rigo, Beno?t,Dubois, Jo?lle,Farce, Amaury,Belei, Dalila. "Peptide chemistry applied to a new family of phenothiazine-containing inhibitors of human farnesyltransferase". . p. 3180 - 3185. Retrieved 2014/06/24.