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Merck
CN

C9635

Sigma-Aldrich

DL-p-Chloroamphetamine hydrochloride

≥94% (HPLC)

Synonym(s):

4-Chloro-α-methylphenethylamine hydrochloride, PCA

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About This Item

Linear Formula:
ClC6H4CH2CH(CH3)NH2·HCl
CAS Number:
3706-38-5
Molecular Weight:
206.11
MDL number:
MFCD00013014
UNSPSC Code:
12352103
PubChem Substance ID:
24893180
NACRES:
NA.77

Key Documents

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Assay

≥94% (HPLC)

form

powder

drug control

Home Office Schedule 1; regulated under CDSA - not available from Sigma-Aldrich Canada

color

white to off-white

mp

168-170 °C (lit.)

solubility

DMSO: >20 mg/mL
H2O: >20 mg/mL

storage temp.

−20°C

SMILES string

Cl.CC(N)Cc1ccc(Cl)cc1

InChI

1S/C9H12ClN.ClH/c1-7(11)6-8-2-4-9(10)5-3-8;/h2-5,7H,6,11H2,1H3;1H

InChI key

DZAANUYJOGCNLL-UHFFFAOYSA-N

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Biochem/physiol Actions

Neurotoxic on prolonged administration or at high dosage; substrate for the serotonin transporter that releases serotonin from axon terminals by a nonexocytotic mechanism and blocks the reuptake of serotonin; inhibits tryptophan hydroxylase.

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Repr. 2 - STOT RE 2 - STOT SE 3

Target Organs

Brain, Central nervous system

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000072751
0000049084
0000069802
0000021341
0000004077

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P Scholze et al.
The Journal of pharmacology and experimental therapeutics, 293(3), 870-878 (2000-06-28)
HEK 293 cells stably expressing the human serotonin transporter (hSERT) were grown on coverslips, preincubated with [(3)H]5-hydroxytryptamine (5-HT), and superfused. Substrates of the hSERT [e.g., p-chloroamphetamine (PCA)], increased the basal efflux of [(3)H]5-HT in a concentration-dependent manner. 5-HT reuptake blockers
Takumi Oti et al.
International journal of molecular sciences, 22(19) (2021-10-14)
Male sexual function in mammals is controlled by the brain neural circuits and the spinal cord centers located in the lamina X of the lumbar spinal cord (L3-L4). Recently, we reported that hypothalamic oxytocin neurons project to the lumbar spinal
H Harrington Cleveland et al.
Development and psychopathology, 27(1), 51-67 (2015-02-03)
Data drawn from the in-home subsample of the PROSPER intervention dissemination trial were used to investigate the moderation of intervention effects on underage alcohol use by maternal involvement and candidate genes. The primary gene examined was dopamine receptor D4 (DRD4).
Revel S M Drummond et al.
Plant physiology, 168(2), 735-751 (2015-04-26)
Plants alter their development in response to changes in their environment. This responsiveness has proven to be a successful evolutionary trait. Here, we tested the hypothesis that two key environmental factors, light and nutrition, are integrated within the axillary bud
Anna Weinberg et al.
Journal of abnormal psychology, 124(4), 878-889 (2015-07-28)
Depressive disorders are associated with significant economic and public health burdens as well as increased morbidity. Yet, perhaps due to the heterogeneous nature of the disease, prevention and intervention efforts are only moderately efficacious. A better understanding of core mechanisms
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