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Merck
CN

412562

(S)-(−)-1,2-Diaminopropane dihydrochloride

99%

Synonym(s):

(S)-(−)-Propylenediamine dihydrochloride, (S)-1,2-Propanediamine dihydrochloride

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About This Item

Linear Formula:
CH3CH(NH2)CH2NH2·2HCl
CAS Number:
Molecular Weight:
147.05
UNSPSC Code:
12352116
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
5740936
Assay:
99%
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InChI

1S/C3H10N2.2ClH/c1-3(5)2-4;;/h3H,2,4-5H2,1H3;2*1H/t3-;;/m0../s1

SMILES string

Cl.Cl.C[C@H](N)CN

InChI key

AEIAMRMQKCPGJR-QTNFYWBSSA-N

assay

99%

optical activity

[α]22/D −4°, c = 20 in H2O

mp

227-229 °C (lit.)

functional group

amine

Quality Level

Application

(S)-(-)-1,2-Diaminopropane dihydrochloride may be used in the preparation of following chiral imidazoline derivatives, which show moderate α-adrenergic blocking activity:
  • (S)-(-)-4-methyl-2-(1-naphthylmethyl)imidazoline hydrochloride
  • (S)-(-)-2-benzyl-4-methylimidazoline picrate
  • (S )-(-)-2-[(2,6-dichlorophenyl)imino]-4-methylimidazolidine hydrochloride

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Stereochemical studies of adrenergic drugs. Optically active derivatives of imidazolines.
Miller DD, et al.
Journal of Medicinal Chemistry, 19(12), 1382-1384 (1976)
Optically active derivatives of imidazolines: a-Adrenergic blocking properties.
Hsu FL, et al.
Journal of Medicinal Chemistry, 23(11), 1232-1235 (1980)
Chiral cyanide-bridged Mn(II)Mn(III) ferrimagnets, [Mn(II)(HL)(H2O)][Mn(III)(CN)6].2H2O (L = S- or R-1,2-diaminopropane): syntheses, structures, and magnetic behaviors.
Wakako Kaneko et al.
Journal of the American Chemical Society, 129(2), 248-249 (2007-01-11)
K Hamana et al.
Microbios, 103(404), 43-51 (2000-10-18)
Cellular levels of diaminopropane, putrescine and cadaverine, and decarboxylase activities to produce these diamines in six species (16 strains) of Haemophilus and four species (5 strains) of Actinobacillus belonging to the family Pasteurellaceae of the gamma subclass of the class
S A M Fathi et al.
Journal of hazardous materials, 164(1), 133-137 (2008-09-10)
Bis(5-bromo-2-hydroxybenzaldehyde)-1,2-propanediimine is synthesized by the reaction of 5-bromo-2-hydroxybenzaldehyde and 1,2-diaminopropane in ethanol. This ligand is used as a modifier of octadecyl silica disks for preconcentration of trace amounts of copper(II) ions, followed by nitric acid elution and flame atomic absorption

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