Basic information
- CAS
7411-64-5- Standard SMILES
Nc1ccc([C@@H](O)[C@@H](CO)NC(=O)C(Cl)Cl)cc1- InChIKey
BFLNGKUCFYKCFZ-RKDXNWHRSA-N- Molecular formula
- C11H14Cl2N2O3
- Average molar mass
- 293.14 g/mol
- Monoisotopic mass
- 292.0381477
Overview
Alpha-N-dichloroacetyl-p-aminophenylserinol is a secondary carboxamide resulting from the formal condensation of the amino group of (1R,2R)-2-amino-1-(4-aminophenyl)propane-1,3-diol with the carboxy group of dichloroacetic acid. It is an intermediate used in the biosynthesis pathway of the antibiotic, chloramphenicol. It has a role as a prodrug. It is a secondary carboxamide, a diol, an organochlorine compound and a substituted aniline.
Names & identifiers
- Preferred name
- Alpha-N-Dichloroacetyl-P-Aminophenylserinol
- IUPAC
- N-[(1R,2R)-1-(4-aminophenyl)-1,3-dihydroxypropan-2-yl]-2,2-dichloroacetamide
- English name
- (1R,2R)-1-(4-Aminophenyl)-2-(dichloroacetylamino)-1,3-propanediol
- Molecular weight
- 0
Names & synonyms
ALPHA-N-DICHLOROACETYL-P-AMINOPHENYLSERINOLN-[(1R,2R)-1-(4-aminophenyl)-1,3-dihydroxypropan-2-yl]-2,2-dichloroacetamiden-((1r,2r)-1-(4-aminophenyl)-1,3-dihydroxypropan-2-yl)-2,2-dichloroacetamideCHEBI:47325N-[(1R,2R)-2-(4-aminophenyl)-2-hydroxy-1-(hydroxymethyl)ethyl]-2,2-dichloroacetamide(1R,2R)-1-(4-Aminophenyl)-2-(dichloroacetylamino)-1,3-propanediolN-((1R,2R)-2-(4-Aminophenyl)-2-hydroxy-1-(hydroxymethyl)ethyl)-2,2-dichloroacetamideRefChem:1113477411-64-5SCHEMBL29651721DTXSID301129347AKOS015924539
Show more names
DB04411PD006235DB-352163NS00069029C22323Q27095203
Database identifiers
- CAS
7411-64-5- PubChem CID
- 445896
- DTXSID
DTXSID301129347
Properties
Computed structural properties
- XLogP
- -0.3
- Topological polar surface area
- 95.6 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 5
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 271
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
LogP-0.29
Chemistry & industry
Suppliers3 total
南京贝开思医药科技有限公司+86-13912903754 13912903754 · [email protected]
山东子易医药有限公司13173053288 · [email protected]
南京汉海征程医药科技有限公司15850673134 · [email protected]
Additional notes
DefinitionChEBI: Alpha-N-dichloroacetyl-p-aminophenylserinol is a secondary carboxamide resulting from the formal condensation of the amino group of (1R,2R)-2-amino-1-(4-aminophenyl)propane-1,3-diol with the carboxy group of dichloroacetic acid. It is an intermediate used in the biosynthesis pathway of the antibiotic, chloramphenicol. It has a role as a prodrug. It is a secondary carboxamide, a diol, a substituted aniline and an organochlorine compound.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…