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3-Carbamoymethyl-5-methylhexanoic acid

CAS No.
181289-15-6
Chemical Name:
3-Carbamoymethyl-5-methylhexanoic acid
Synonyms
3-(2-Amino-2-oxoethyl)-5-methylhexanoic acid;Pregabalin intermediate;Isobutylglutarmonoamide;rac-Pregabalin Impurity III;Pregabalin 3-Carbamoylmethyl Racemate;3-(2-Amino-2-oxoethyl)-5-methylhexanoic;3-(Carbamoylmethyi-5-methyl hexanoic acid;3-Carbamoymethyl-5-methylhexanoic acid: 3-(2-Amino-2-oxoethyl)-5-methylhexanoic acid;3-Carbamoymethyl-5-m;(3-(2-Amino-2-oxoethyl)-5-
CBNumber:
CB3854798
Molecular Formula:
C9H17NO3
Molecular Weight:
187.24
MDL Number:
MFCD08457698
MOL File:
181289-15-6.mol
MSDS File:
SDS
Last updated:2026-06-19 07:28:27
Product description Number Pack Size Price
3-(2-Amino-2-oxoethyl)-5-methylhexanoic Acid A3287 25G $25
3-(2-Amino-2-oxoethyl)-5-methylhexanoic Acid A3287 100G $57
3-(2-Amino-2-oxoethyl)-5-methylhexanoic acid ≥98% AA0022PF 25g $10
3-(2-Amino-2-oxoethyl)-5-methylhexanoic acid ≥98% AA0022PF 100g $24
3-(2-Amino-2-oxoethyl)-5-methylhexanoic acid ≥98% AA0022PF 500g $114
More product size

3-Carbamoymethyl-5-methylhexanoic acid Properties

Melting point 106-108°C
Boiling point 401.9±28.0 °C(Predicted)
Density 1.080±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly), Water (Slightly)
form Solid
pka 4.68±0.10(Predicted)
color White to Off-White
Major Application pharmaceutical small molecule
InChI InChI=1S/C9H17NO3/c1-6(2)3-7(4-8(10)11)5-9(12)13/h6-7H,3-5H2,1-2H3,(H2,10,11)(H,12,13)
InChIKey NPDKTSLVWGFPQG-UHFFFAOYSA-N
SMILES C(O)(=O)CC(CC(N)=O)CC(C)C
CAS DataBase Reference 181289-15-6(CAS DataBase Reference)
UNSPSC Code 12352200
NACRES NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H317-H319
Precautionary statements  P261-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338
WGK Germany  WGK 3
HS Code  2924.19.8000
Storage Class 11 - Combustible Solids
Hazard Classifications Skin Irrit. 2

3-Carbamoymethyl-5-methylhexanoic acid price More Price(20)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical A3287 3-(2-Amino-2-oxoethyl)-5-methylhexanoic Acid 181289-15-6 25G $25 2026-04-30 Buy
TCI Chemical A3287 3-(2-Amino-2-oxoethyl)-5-methylhexanoic Acid 181289-15-6 100G $57 2026-04-30 Buy
aablocks AA0022PF 3-(2-Amino-2-oxoethyl)-5-methylhexanoic acid ≥98% 181289-15-6 25g $10 2026-05-28 Buy
aablocks AA0022PF 3-(2-Amino-2-oxoethyl)-5-methylhexanoic acid ≥98% 181289-15-6 100g $24 2026-05-28 Buy
aablocks AA0022PF 3-(2-Amino-2-oxoethyl)-5-methylhexanoic acid ≥98% 181289-15-6 500g $114 2026-05-28 Buy
Product number Packaging Price Buy
A3287 25G $25 Buy
A3287 100G $57 Buy
AA0022PF 25g $10 Buy
AA0022PF 100g $24 Buy
AA0022PF 500g $114 Buy

3-Carbamoymethyl-5-methylhexanoic acid Chemical Properties,Uses,Production

Physical Form

Powder

Uses

3-​(2-​Amino-​2-​oxoethyl)​-​5-​methylhexanoic Acid is a Pregabalin, a GABA analogue used as an anticonvulsant, intermediate.

Uses

3-(2-Amino-2-oxoethyl)-5-methylhexanoic Acid is a Pregabalin (P704800), a GABA analogue used as an anticonvulsant, intermediate.

Synthesis

3-isobutylglutaric anhydride

185815-59-2

3-Carbamoymethyl-5-methylhexanoic acid

181289-15-6

The general procedure for the synthesis of 3-(aminocarbonylmethyl)-5-methylhexanoic acid using 4-isobutyldihydro-2H-pyran-2,6(3H)-dione as a starting material was as follows: first, 70 g of the dried product of 3-isobutylglutaric acid was reacted with 70 g of acetic anhydride at 120 °C for 2 h to produce 3-isobutylglutaric anhydride. Subsequently, 75g of 3-isobutylglutaric anhydride solution was slowly added dropwise to 180g of ammonia, and the temperature was controlled at 10°C during the reaction. After the dropwise addition, the reaction was continued for 2 hours. After the completion of the reaction, the pH of the solution was adjusted to 2~3 with hydrochloric acid, and a white powdery solid was obtained by filtration, i.e., the target product 3-isobutylglutaric acid monoamide. Liquid phase detection of the product showed a purity of 99.8%, a yield of 95% and an overall yield of 77.5%. Figure 4 illustrates the liquid phase assay results of 3-isobutylglutaric acid monoamide.

References

[1] Patent: CN106278931, 2017, A. Location in patent: Paragraph 0038; 0039; 0040
[2] Patent: WO2012/93411, 2012, A2. Location in patent: Page/Page column 18-19
[3] Patent: WO2009/4643, 2009, A2. Location in patent: Page/Page column 26
[4] Organic Process Research and Development, 2009, vol. 13, # 4, p. 812 - 814

185815-59-2
181289-15-6
Synthesis of 3-Carbamoymethyl-5-methylhexanoic acid from 3-isobutylglutaric anhydride
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View Lastest Price from 3-Carbamoymethyl-5-methylhexanoic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
3-Carbamoymethyl-5-methylhexanoic acid pictures 2026-07-29 3-Carbamoymethyl-5-methylhexanoic acid
181289-15-6
0.99 RongNa Biotechnology Co.,Ltd
3-Carbamoymethyl-5-methylhexanoic acid pictures 2026-07-28 3-Carbamoymethyl-5-methylhexanoic acid
181289-15-6
$800.00-999.00 1kg 99% 5000 HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
3-Carbamoymethyl-5-methylhexanoic acid pictures 2026-07-09 3-Carbamoymethyl-5-methylhexanoic acid
181289-15-6
$1.20-35.00 1kg 99% Henan Fengda Chemical Co., Ltd

3-Carbamoymethyl-5-methylhexanoic acid Spectrum

3-Carbamoymethyl-5-methylhexanoic acid 3-Carbamoymethyl-5-methylhexanoic acid (Pregabalin) ()-3-(AMIOMETHYL)-5-METHYLHEXANOIC ACID 3-Carbamoymethyl-5-m 3-(Carbamoylmethyi-5-methyl hexanoic acid (2-aMino-2-oxoethyl)-5-Methylhexanoic acid Pregabalin intermediate Hexanoic acid, 3-(2-aMino-2-oxoethyl)-5-Methyl- 3-Carbamoylmethyl-5-hexanoic acid 3-Carbamoymethyl-5-methylhexanoic acid: 3-(2-Amino-2-oxoethyl)-5-methylhexanoic acid (3S)-3-(2-Amino-2-oxo-ethyl)-5-methyl-hexanoic acid 3-(2-Amino-2-oxoethyl)-5-methylhexanoic (+-)-3-(Carbomoyl methyl)-5-methyl Hexanoic Acid rac-Pregabalin Impurity III 3-(2-Amino-2-Oxoethyl)-5-Methylhexanoic Acid 3 Pregabalin impurity 5/3-(2-Amino-2-oxoethyl)-5-methylhexanoic acid Pregabalin Isobutyl glutarmonoamide Pregabalin 3-Carbamoylmethyl Racemate 3-(2-amino-2-oxoethyl)-5-methylhexanoicaci PREGABALINS INTERMEDIATES 02 3-Carbamoymethyl-5-methylhexanoic acid ISO 9001:2015 REACH Pregabalin intermediate(Widely Superior products) (3-(2-Amino-2-oxoethyl)-5- (+-)3-(Cabomoyl methyl)-5-methyl hexanoic Acid (+/-)-3-Carbamoylmethyl 5-methyl hexanoic acid(CMH) 3-(CARBAMOYLMETHYL)-5- METHYLHEXANOIC ACID (CMH) (R,S)-3-(Carbamoylmethyl)-5-methylHexanoic acid (CMH) (or) 3-(2-amino-2-oxoethyl)-5-methylhexanoic acid PREGABALIN CMH/3-(2-AMINO-2-OXOETHYL)-5-METHYLHEXANOIC ACID 3-\u200b(2-\u200bAmino-\u200b2-\u200boxoethyl)\u200b-\u200b5-\u200bmethylhexanoic Acid Pregabalin Impurity (RS-CMH acid) (±)-3-(Aminocarbonylmethyl)-5-methylhexanoic acid (±)-3-(Carbamoylmethyl)-5-methylhexanoicacid rac-Pregabalin Impurity III (rac-Pregabalin Impurity 94) 3-Carbamoymethyl-5-methylhexanoic acid 99% rac-Pregabalin Impurity 94 3-(2-Amino-2-oxoethyl)-5-methylhexanoic acid Isobutylglutarmonoamide 181289-15-6 13092-52-6 APIs Intermediate intermidiate of Pregablin Pharmaceutical material and intermeidates