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3-Aminopropylphosphonic acid

CAS No.
13138-33-5
Chemical Name:
3-Aminopropylphosphonic acid
Synonyms
NSC-133832;TIMTEC-BB SBB004184;aminopropylphosphonate;3-AMinopropylphosphonic;3-Aminopropyl-phosphonate;3-AMINOPROPYLPHOSPHONIC ACID;3-aminopropanephosphonic acid;3-AMINOPROPYLPHOSPHONIC ACID 97%;3-Aminopropylphosphonic acid;(3-Aminopropyl)phosphonic acid,97%
CBNumber:
CB2381370
Molecular Formula:
C3H10NO3P
Molecular Weight:
139.09
MDL Number:
MFCD00008222
MOL File:
13138-33-5.mol
MSDS File:
SDS
Last updated:2026-05-28 00:23:45
Product description Number Pack Size Price
3-Aminopropylphosphonic acid 98% 268615 1g $173
(3-Aminopropyl)phosphonic Acid A3548 250MG $113
3-Aminopropylphosphonic Acid ≥95% 23556 100mg $69
3-Aminopropylphosphonic Acid ≥95% 23556 250mg $132
3-Aminopropylphosphonic Acid ≥95% 23556 500mg $214
More product size

3-Aminopropylphosphonic acid Properties

Melting point 294 °C (dec.)(lit.)
Boiling point 343.0±44.0 °C(Predicted)
Density 1.378±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility DMF: 5 mg/ml; DMSO: 2 mg/ml; Ethanol: 30 mg/ml; Ethanol:PBS (pH 7.2) (1:3): 0.25 mg/ml
pka 2.11±0.10(Predicted)
form Powder
color Off-white to faintly greenish
Water Solubility soluble
InChI InChI=1S/C3H10NO3P/c4-2-1-3-8(5,6)7/h1-4H2,(H2,5,6,7)
InChIKey GSZQTIFGANBTNF-UHFFFAOYSA-N
SMILES P(CCCN)(=O)(O)O
FDA UNII VM92T06VPB
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs Respiratory system
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36-37/39
WGK Germany  3
HazardClass  IRRITANT
HS Code  29310099
Storage Class 11 - Combustible Solids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
NFPA 704
0
2 0

3-Aminopropylphosphonic acid price More Price(53)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 268615 3-Aminopropylphosphonic acid 98% 13138-33-5 1g $173 2026-04-30 Buy
TCI Chemical A3548 (3-Aminopropyl)phosphonic Acid 13138-33-5 250MG $113 2026-04-30 Buy
Cayman Chemical 23556 3-Aminopropylphosphonic Acid ≥95% 13138-33-5 100mg $69 2026-04-30 Buy
Cayman Chemical 23556 3-Aminopropylphosphonic Acid ≥95% 13138-33-5 250mg $132 2026-04-30 Buy
Cayman Chemical 23556 3-Aminopropylphosphonic Acid ≥95% 13138-33-5 500mg $214 2026-04-30 Buy
Product number Packaging Price Buy
268615 1g $173 Buy
A3548 250MG $113 Buy
23556 100mg $69 Buy
23556 250mg $132 Buy
23556 500mg $214 Buy

3-Aminopropylphosphonic acid Chemical Properties,Uses,Production

Chemical Properties

Off-white to faintly greenish powder

Uses

3-Aminopropylphosphonic acid was used as a selective antagonist of GABA(C) receptor.

Definition

ChEBI: (3-aminopropyl)phosphonic acid is a phosphonic acid in which the hydrogen attached to the phosphorus of phosphonic acid is substituted by a 3-aminopropyl group. It is a partial agonist of GABAB receptors. It has a role as a GABAB receptor agonist. It is a primary amino compound and a member of phosphonic acids. It is functionally related to a phosphonic acid. It is a tautomer of a (3-aminopropyl)phosphonic acid zwitterion.

General Description

The relative nonspecific binding of the DNA-conjugated gold nanoparticles (AuNPs) to the indium-tin oxide electrodes modified with 3-aminopropylphosphonic acid was examined by measuring the electrocatalytic anodic current of hydrazine caused by the nonspecifically absorbed AuNPs.

Biochem/physiol Actions

GABAB receptor agonist; antagonist of basal prolactin secretion.

Synthesis

Formaldehyde

50-00-0

3-Aminopropylphosphonic acid

13138-33-5

[(methylimino)dimethylene]bisphosphonic acid

5995-25-5

The general procedure for the synthesis of 3-aminopropane-1-phosphonic acid and [(methylimino)bis(methylene)]diphosphonic acid from formaldehyde is as follows: Example 1: Preparation of aminotrimethylene phosphonic acid (ATMP) was accomplished by reacting phosphite, ammonia and formaldehyde in the presence of a methanesulfonic acid catalyst. The specific reactants and their molar ratios are as follows: phosphite 100.45 g (1.225 mol), methanesulfonic acid 15.43 g (0.161 mol), ammonia (25% solution) 27.2 g (0.4 mol), formaldehyde (36.6% solution) 103.27 g (1.26 mol), and water 58.07 g. First, phosphite was added to the reactor, followed by water, methanesulfonic acid and ammonia. The reaction mixture was heated to 105°C, at which temperature the gradual addition of formaldehyde was started and the addition process lasted for 2 hours. After formaldehyde addition was completed, the reaction was continued under reflux conditions for 2 hours. The reaction product was analyzed by 31P-NMR spectroscopy and the yield of ATMP was measured to be 59.1%. Examples 2 and 3 used the same method as Example 1 for the preparation of ATMP, changing only the amount of methanesulfonic acid catalyst. Example 2 used 61.85 g (0.644 mol) of methanesulfonic acid and Example 3 used 42.33 g (0.441 mol) of methanesulfonic acid. Analysis of the reaction products showed an ATMP yield of 76.8% for Example 2 and 72.7% for Example 3. These results indicate that the technique of the present invention enables the preparation of aminopolymethylene phosphonic acid in higher yields in a shorter reaction time than the prior art and without the use of hydrohalic acid reactants. The reaction product of Example 1 contained 15.9% N-methyliminobis (methylene phosphonic acid) (N-MeIBMPA) and 16.5% phosphite in addition to 59.1% ATMP. The reaction product of Example 2 contains 6.8% N-MeIBMPA and 9% phosphite in addition to 76.8% ATMP. The reaction product of Example 3 contained 8.3% N-MeIBMPA and 12% phosphite in addition to high levels of ATMP. The one-step reactions of all three embodiments were completed in about 4 hours, in contrast to the multi-step procedure starting with phosphorus trichloride, which typically takes more than 6 hours. Samples of ATMP were prepared using the method of Example 1 but with continuous distillation at the reaction temperature. The proportions of the reactants were the same as in Example 1, with the following amounts of methanesulfonic acid and added water: in Example 4, 36.45 g of water and 61.85 g of methanesulfonic acid (0.644 mol) were added; in Example 5, no water was added, and 61.85 g of methanesulfonic acid (0.644 mol) was added; in Example 6, 40.4 g of water, and 42.33 g of methanesulfonic acid (0.441 mol) were added; in Example 7, water was added 58.07 g, methanesulfonic acid 15.46 g (0.161 mol); Example 8 added water 58.07 g, methanesulfonic acid 30.92 g (0.322 mol). The reactants were added in the same order as in Example 1. Formaldehyde was added from 105°C, with a dosing time of 3 hours for Example 5 and 1.5 hours for Example 4. These embodiments were carried out under continuous distillation of water to effectively remove unreacted formaldehyde. The reaction products were analyzed as follows: embodiment 4 ATMP 69.4%, phosphite 18.6%, N-MeIBMPA 2.7%; embodiment 5 ATMP 74.6%, phosphite 13.3%, N-MeIBMPA 2.6%; embodiment 6 ATMP 67.9%, phosphite 20.4%, N-MeIBMPA 3.5%; embodiment 7 ATMP 64.6%, phosphite 18.1%, N-MeIBMPA 8.4%; Example 8 ATMP 67.7%, phosphite 20.4%, N-MeIBMPA 3.9%. These results demonstrate the significant advantages of the technology of the present invention, in particular the formation of aminopolyalkylenephosphonic acid in high yields in a short one-step reaction cycle, essentially avoiding the negative effects associated with prior art hydrochloric acid technology. Particularly noteworthy is the fact that the distillate can be recycled without the additional purification step required in the presence of hydrochloric acid and that the gaseous by-product is essentially free of chloromethane. Example 32: In a closed vessel under autogenous pressure, 45.20 g (0.551 mol) of phosphite, 13.48 g (0.140 mol) of methanesulfonic acid, 9.56 g (0.18 mol) of ammonia (32% solution), and 46.47 g (0.567 mol) of formaldehyde (36.6% solution) were reacted in accordance with the method of Example 1 to prepare an aminopolymerized methylidene phosphonic acid compounds.10% of the ammonia was added with the other components and the remaining 90% of the ammonia was added with formaldehyde starting at 105°C for 3 hours. Analysis of the reaction product showed an ATMP content of 55%.

References

[1] Patent: EP1681294, 2006, A1. Location in patent: Page/Page column 6-7; 11-13; 14-15
[2] Patent: EP1681294, 2006, A1. Location in patent: Page/Page column 8-9
[3] Patent: EP1681295, 2006, A1. Location in patent: Page/Page column 7-8
[4] Patent: EP1681294, 2006, A1. Location in patent: Page/Page column 7-9

3-Aminopropylphosphonic acid Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 143)Suppliers
Supplier Tel Email Country ProdList Advantage
Capot Chemical Co.,Ltd.
+86-(0)57185586718 +86-13336195806 sales@capot.com China 29626 60
Fluoropharm Co., Ltd.
+86-0571-85586753 +86-13336034509 sales@fluoropharm.com China 1444 60
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29766 58
Shandong chuangyingchemical Co., Ltd.
18853181302 sale@chuangyingchem.com CHINA 5898 58
BOC Sciences
+1-631-485-4226 inquiry@bocsci.com United States 19935 58
Alchem Pharmtech,Inc.
8485655694 sales@alchempharmtech.com United States 63645 58
CONIER CHEM AND PHARMA LIMITED
sales@conier.com China 49906 58
Shaanxi Dideu Medichem Co. Ltd
+86-029-81138252 +86-173 9270 1263 1057@dideu.com China 3961 58
Zhengzhou Alfa Chemical Co.,Ltd
+86-18530059196 sale04@alfachem.cn China 9636 58
Finetech Industry Limited
+86-27-8746-5837 +86-18627785180 info@finetechnology-ind.com China 9539 58

View Lastest Price from 3-Aminopropylphosphonic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
3-AMinopropylphosphonic  pictures 2019-12-29 3-AMinopropylphosphonic
13138-33-5
$1.00 1KG 99% 20T Shaanxi Dideu Medichem Co. Ltd
3-Aminopropylphosphonic acid pictures 2019-07-06 3-Aminopropylphosphonic acid
13138-33-5
$1.00 1KG 95% 500KG Career Henan Chemical Co
3-AMINOPROPYLPHOSPHONIC ACID TIMTEC-BB SBB004184 aminopropylphosphonate 3-AMINOPROPYLPHOSPHONIC ACID 97% 3-AMinopropylphosphonic 3-aminopropanephosphonic acid 3-Aminopropyl-phosphonate NSC-133832 (3-Aminopropyl)phosphonic acid,97% (3-AMinopropyl)phosphonic acid, 97% 1GR 3-Aminopropylphosphonic acid, >=98% Phosphonic acid, P-(3-aminopropyl)- 3-Aminopropylphosphonic acid 3-Aminopropylphosphonic Acid, 10 mM in DMSO 3-Aminopropylphosphonic acid - [A72072] 13138-33-5 13136-33-5 C3H10NO3P H2NCH23POOH2 Phosphonic/Phosphinic Acids Phosphorus Compounds Organic Building Blocks Building Blocks AgonistsOrganic Building Blocks GABAergics Phosphonic/Phosphinic Acids Phosphorus Compounds Neurotransmitters API intermediates