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A0664

4-Aminobutylphosphonic acid

≥99%

Synonym(s):

P-(4-aminobutyl)-phosphonic acid

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About This Item

Empirical Formula (Hill Notation):
C4H12NO3P
CAS Number:
35622-27-6
Molecular Weight:
153.12
NACRES:
NA.26
PubChem Substance ID:
24890444
UNSPSC Code:
12352106
MDL number:
MFCD00063426
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Quality Level

100

assay

≥99%

form

powder

color

white

application(s)

detection

SMILES string

NCCCCP(O)(O)=O

InChI

1S/C4H12NO3P/c5-3-1-2-4-9(6,7)8/h1-5H2,(H2,6,7,8)

InChI key

IDPXFPYGZRMMKZ-UHFFFAOYSA-N

Related Categories

Biochem/physiol Actions

4-Aminobutylphosphonic acid, a GABA B receptor ligand, is used in studies on the regulation of prolactin (PRL) secretion and differential GABA receptor research.
4-aminobutylphosphonic acid, the phosphonic acid analogue of delta-aminovaleric acid, inhibits gamma-aminobutyric acid B (GABA-B receptor) binding without influencing either isoproterenol- or forskolin-stimulated cyclic AMP production.

Other Notes

Analog of δ-aminovaleric acid

pictograms

Exclamation mark
GHS07

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000450854
0000450854
0000436601
0000436601
0000418067

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H P De Koning et al.
Endocrinology, 132(2), 674-681 (1993-02-01)
The activity of many endocrine cells is regulated by gamma-aminobutyric acid (GABA). The effects of GABA are mediated by GABAA and/or GABAB receptors. While GABAB receptors in the central nervous system have now been extensively characterized, little is known of
N Tian et al.
Brain research, 660(2), 267-274 (1994-10-17)
Amacrine and ganglion cells in the amphibian retina contain GABAB, as well as GABAA, receptors. Baclofen, a GABAB agonist, hyperpolarizes the dark membrane potential of these third order neurons and makes their light responses more transient. GABAB receptors in the
N G Ternan et al.
FEMS microbiology letters, 184(2), 237-240 (2000-03-14)
A strain of the yeast Kluyveromyces fragilis was screened for its ability to utilize a range of synthetic and natural organophosphonate compounds as the sole source of phosphorus, nitrogen or carbon. Only 4-aminobutylphosphonate was utilized as sole nitrogen source with
R M Woodward et al.
Molecular pharmacology, 43(4), 609-625 (1993-04-01)
Poly(A)+ RNA from mammalian retina expresses bicuculline/baclofen-insensitive gamma-aminobutyric acid (GABA) receptors in Xenopus oocytes with properties similar to those of homooligomeric GABA rho 1 receptors. The pharmacological profile of these rho-like receptors was extended by measuring sensitivities to various GABAA
J Ong et al.
Naunyn-Schmiedeberg's archives of pharmacology, 357(4), 408-412 (1998-05-30)
The effects of five phosphonic derivatives of GABA on the release of [3H]-GABA from rat neocortical slices, preloaded with [3H]-GABA, were investigated. Phaclofen and 4-aminobutylphosphonic acid (4-ABPA) increased the overflow of [3H] evoked by electrical stimulation (2 Hz) in a
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Global Trade Item Number

SKUGTIN
A0664-250MG04061832414560

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