d-Ephedrine

HCID 9457
NotesReactions
Substructure searchFind similar structures

Basic information

CAS
321-98-2
Standard SMILES
CN[C@H](C)[C@@H](O)c1ccccc1
InChIKey
KWGRBVOPPLSCSI-PSASIEDQSA-N
Molecular formula
C10H15NO
Average molar mass
165.23 g/mol
Monoisotopic mass
165.1153641

Names & identifiers

Preferred name
d-Ephedrine
IUPAC
(1S,2R)-2-(methylamino)-1-phenylpropan-1-ol
English name
(+)EPHEDRINE HEMIHYDRATE
Molecular formula
C10H15NO
Molecular weight
165.23

Names & synonyms

d-Ephedrine(+)-EphedrineL-(+)-Ephedrine321-98-2(1S,2R)-Ephedrine(1S,2R)-2-(methylamino)-1-phenylpropan-1-olEPHEDRINE, (+)-D-(-)-EphedrineEphedrine, D-(-)-NIOSH/KB065000072087NSY56( inverted exclamation markA)-Ephedrine
Show more names
(1s,2r)-(+)-ephedrineEphedrine Impurity 1Ephedrine, (+)- (8CI)D-(+)-EPHEDRINE HEMIHYDRATEKWGRBVOPPLSCSI-PSASIEDQSA-N(1S,2R)-(+)-ephedrine, anhydre1-(S),2-(R)-erythro-(+)-Ephedrine
KB06500000(+)-Ephedrin(+)-(1s,2r)-ephedrineEphedrine DL-form(+)-Ephedrine anhydrousBenzenemethanol, .alpha.-[(1R)-1-(methylamino)ethyl]-, (.alpha.S)-rel-(+-)-Ephedrine2-Methylamino-1-phenylpropan-1-ol

Database identifiers

CAS
321-98-2、90-81-3
PubChem CID
9457
UNII
03VRY66076、72087NSY56
EC Number
206-293-3
Nikkaji
J59.191B

Properties

Computed structural properties

XLogP
0.9
Topological polar surface area
32.3 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
2
Rotatable bonds
3
Heavy atoms
12

Experimental & physicochemical properties

Kovats Retention Index · 3 items

1376；1350；1360；1360；1350；1360；1354；1350；1350；1360；1354

1318.4；1370.9；1357；1362；1367；1397；1398；1400

2185；2195；2205；2213；2217；2225

Physicochemical properties

Melting point
40 °C · 40°C
Boiling point
293.09 °C · 293.09°C (rough estimate)
Density
1.0203 · 1.0203 (rough estimate)
refractive index
1.482 · 1.4820 (estimate)
pka
10.139 · 10.139(at 10℃)
FDA UNII
72087 NSY56 · 72087NSY56

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (100%): 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 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；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

Other Safety InformationIMAP assessments - Benzenemethanol, .alpha.-[1-(methylamino)ethyl]-, [S-(R*,S*)]-: Environment tier I assessment；IMAP assessments - Benzenemethanol, .alpha.-[1-(methylamino)ethyl]-, [S-(R*,S*)]-: Human health tier I assessment
Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (100%)

Safety data

tsca
TSCA listed
Signal word
Warning
Symbol(GHS)
GHS07
Hazard statements
H315-H335-H319
Precautionary statements
P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationBenzenemethanol, .alpha.-[(1R)-1-(methylamino)ethyl]-, (.alpha.S)-: ACTIVE
Applications · 1 item

General DescriptionThe pharmacological activity of(1R,2S)-D-(-)-ephedrine resembles that of E. The drug actson both α- and β-receptors. Its ability to activate β-receptorsprobably accounted for its earlier use in asthma. It is theclassic example of a sympathomimetic with a mixed mechanismof action.

Related reactions

4 records
New reaction record

Compound notes

Loading…