(1S,2S)-2-(methylamino)-1-phenylpropan-1-ol hydrochloride

• ChemBase ID: 110703
• Molecular Formular: C10H16ClNO
• Molecular Mass: 201.69314
• Monoisotopic Mass: 201.09204182
• SMILES: Cl.CN[C@@H](C)[C@@H](O)c1ccccc1
• Canonical SMILES: CN[C@H]([C@H](c1ccccc1)O)C.Cl
• InChI: InChI=1S/C10H15NO.ClH/c1-8(11-2)10(12)9-6-4-3-5-7-9;/h3-8,10-12H,1-2H3;1H/t8-,10+;/m0./s1
• InChIKey: BALXUFOVQVENIU-KXNXZCPBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S)-2-(methylamino)-1-phenylpropan-1-ol hydrochloride
• IUPAC Traditional name: pseudoephedrine hydrochloride
• Synonyms: d-Ephedrine Hydrochloride; (1S,2R)-(+)-2-(Methylamino)-1-phenylpropan-1-ol Hydrochloride; α-[1-(Methylamino)ethyl]benzenemethanol Hydrochloride; (1S,2R)-(+)-Ephedrine Hydrochloride; (αS)-α-[(1S)-1-(Methylamino)ethyl]benzenemethanol Hydrochloride; (+)-Pseudoephedrine Hydrochloride; 1S,2S-(+)-Pseudoephedrine Hydrochloride; Decongess SR; Galpseud; L-(+)-Pseudoephedrine Hydrochloride; NSC 106567; Novafed; Otrinol; Rhinalair; Sinufed; Sudafed; (+)-Pseudoephedrine Hydrochloride; D-PSEUDOEPHEDRINE HCl; (1S,2S)-2-(methylamino)-1-phenylpropan-1-ol hydrochloride; (+)-Pseudoephedrine hydrochloride; (+)-ψ-Ephedrine hydrochloride; (1S,2S)-2-Methylamino-1-phenylpropanol hydrochloride; d-Isoephedrine hydrochloride; d-Pseudoephedrine hydrochloride; d-伪麻黄碱 盐酸盐; d-异麻黄碱 盐酸盐; (+)-伪麻黄碱 盐酸盐; (+)-ψ-麻黄碱 盐酸盐; (1S,2S)-2-甲氨基-1-苯丙醇 盐酸盐

Database IDs

• CAS Number: 345-78-8; 24221-86-1
• EC Number: 206-462-1
• MDL Number: MFCD00058088
• Beilstein Number: 3915112
• PubChem SID: 24887972; 162089345; 24894482
• PubChem CID: 9581

CALCULATED PROPERTIES

• Acid pKa: 13.889531
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -1.8580045
• LogD (pH = 7.4): -0.7786886
• Log P: 1.3178347
• Molar Refractivity: 49.6873 cm^3
• Polarizability: 19.85273 Å^3
• Polar Surface Area: 32.26 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Ethanol; Methanol; Water
• Apperance: Off-White Solid; White Solid
• Melting Point: 167-172°C; 181-185 °C; 185-188 °C(lit.); 213-215°C
• Optical Rotation: [α]20/D +62±3°, c = 1% in H2O; [α]25/D +61°, c = 1 in H2O

Safety Information

• Storage Condition: Refrigerator
• RTECS: UL5950000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38; 22-36/38
• Safety Statements: 26; 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: ≥98%; ≥99.0% (AT); 99%
• Grade: Sigma Reference Standard
• Salt Data: HCl
• Packaging: vial of 250 mg
• Impurities: ≤0.5% water
• Linear Formula: C6H5CH[CH(NHCH3)CH3]OH·HCl
• Classification: Genuine Natural Compounds

DETAILS

MP Biomedicals - 05215980

MP Biomedicals Rare Chemical collection

Sigma Aldrich - E2750

Biochem/physiol Actions
非选择性肾上腺素激动剂;减充血剂
包装
25, 100 g in glass bottle

Sigma Aldrich - E1889

Biochem/physiol Actions
非选择性肾上腺素激动剂;减充血剂
包装
棕色螺纹盖样品瓶包装

Sigma Aldrich - 294616

Biochem/physiol Actions
Non-selective adrenergic agonist; decongestant

Sigma Aldrich - 82448

Biochem/physiol Actions
Non-selective adrenergic agonist; decongestant
Other Notes
Sales restrictions may apply

Toronto Research Chemicals - E575005

α- and β-Adrenergic agonist. Bronchodilator.

Toronto Research Chemicals - P839350

Non-selective adrenergic agonist; decongestant (nasal). Controlled precursor.

REFERENCES

• Wiegand, R., et al.: J. Anal. Toxicol., 26, 519 (2002)
• Rytting, E., et al.: J. Pharmacol. Exper. Thera., 312, 192 (2002)
• Fairchild, M.D., et al.: J. Pharmacol. Exp. Ther., 158, 135 (1967)
• Hughes, D.T.D., et al.: J. Clin. Hosp. Pharm., 8, 315 (1967)
• Gurley, B.J., et al.: J. Pharm. Sci., 87, 1547 (1967)