U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula 2C8H14NO3.Ca
Molecular Weight 384.481
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ACEXAMATE CALCIUM

SMILES

[Ca++].CC(=O)NCCCCCC([O-])=O.CC(=O)NCCCCCC([O-])=O

InChI

InChIKey=SBWAKKRVPRVVTI-UHFFFAOYSA-L
InChI=1S/2C8H15NO3.Ca/c2*1-7(10)9-6-4-2-3-5-8(11)12;/h2*2-6H2,1H3,(H,9,10)(H,11,12);/q;;+2/p-2

HIDE SMILES / InChI

Description
Curator's Comment: The description was created based on several sources, including https://www.drugs.com/international/acexamic-acid.html | https://www.ncbi.nlm.nih.gov/pubmed/18353035 | https://www.ncbi.nlm.nih.gov/pubmed/6159453 | https://www.ncbi.nlm.nih.gov/pubmed/19470000

Acexamic acid (N-acetyl-amino-6-hexanoic acid) is a drug used as a cicatrization helper. Some studies show that the acexamic acid prevents the formation the connective inflamed tissue and enables its healing. The association from acexamic acid with zinc, zinc acexamate, has been used in the treatment of gastric and duodenal ulcer and in the prevention of gastric ulcer induced by nonsteroidal anti-inflammatory drugs.

Originator

Sources: Zeitschrift fuer Naturforschung (1947), 2b, 182-4

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Acemin ointment

Approved Use

Long-lasting non-healing wounds, skin and mucous burns, chronic traumatic osteomyelitis, closed and long-lasting incomplete fractures of bones, prevention of hyper-scarring, acceleration of the formation of a postoperative cosmetic scar, acceleration of engraftment of auto- and homotransplants.
Curative
Acemin ointment

Approved Use

Long-lasting non-healing wounds, skin and mucous burns, chronic traumatic osteomyelitis, closed and long-lasting incomplete fractures of bones, prevention of hyper-scarring, acceleration of the formation of a postoperative cosmetic scar, acceleration of engraftment of auto- and homotransplants.
PubMed

PubMed

TitleDatePubMed
Increase in bone growth factors with healing rat fractures: the enhancing effect of zinc.
2001 Oct
Alteration in serum and bone component findings induced in streptozotocin-diabetic rats is restored by zinc acexamate.
2003 Dec
Great increase in bone 66 kDa protein and osteocalcin at later stages with healing rat fractures: effect of zinc treatment.
2003 Feb
Enhancement of albumin expression in bone tissues with healing rat fractures.
2003 May 15
Preventive effect of zinc acexamate administration in streptozotocin-diabetic rats: Restoration of bone loss.
2003 Nov
Topical treatment of peritoneal catheter-related exit-site granuloma with acetamidohexanoic acid combined with gentamicin.
2006 Jul-Aug
Nuclear magnetic resonance (NMR) solution structure, dynamics, and binding properties of the kringle IV type 8 module of apolipoprotein(a).
2007 Feb 20
[Nickel and magnesium effects in the rat kidney, treated with acid retinoic. Comparative study].
2007 Jul-Sep
Allergic contact dermatitis to acexamic acid.
2008 Apr
Effect of zinc on gene expression in osteoblastic MC3T3-E1 cells: enhancement of Runx2, OPG, and regucalcin mRNA expressions.
2008 May
Pharmacokinetics and first-pass effects of epsilon-acetamidocaproic acid after administration of zinc acexamate in rats.
2010 Jul
Influence of cyclodextrin complexation with NSAIDs on NSAID/cold stress-induced gastric ulceration in rats.
2010 Jul 5
Role of nutritional zinc in the prevention of osteoporosis.
2010 May
Performance of human immunostimulating agents in the improvement of fish cytogenetic preparations.
2010 Sep 14
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: http://www.lsgeotar.ru/atsexamovaya-kislota.html
Outer: 5% ointment is applied to the disinfected wound surface daily. The course of treatment is from 10 to 30 days.
Route of Administration: Topical
The mouse fibroblast cell line (NCTC Clone L 929) was maintained as stock culture in a minimum essential medium (MEM) supplemented with 10% calf serum and 200 i.u./ml G penicillin and 100 pg/d streptomycin. Cultures for growth studies were established by inoculating 7 X l0^4 cells in 2 ml medium in 35-mm plastic tissue culture dishes. They were maintained for 24 h to obtain a good attachment, then incubated in 5% calf serum medium supplemented or not with the drugs tested. Acexamic acid increased the growth rate of L 929 when used at a concentration of 0.001%
Name Type Language
ACEXAMATE CALCIUM
WHO-DD  
Common Name English
Acexamate calcium [WHO-DD]
Common Name English
HEXANOIC ACID, 6-(ACETYLAMINO)-, CALCIUM SALT (2:1)
Common Name English
CALCIUM 6-ACETAMIDOHEXANOATE
Systematic Name English
CALCIUM ACEXAMATE
Common Name English
NSC-168217
Code English
ACEXAMIC ACID, CALCIUM SALT
Common Name English
Code System Code Type Description
EVMPD
SUB00279MIG
Created by admin on Fri Dec 15 15:10:54 GMT 2023 , Edited by admin on Fri Dec 15 15:10:54 GMT 2023
PRIMARY
ECHA (EC/EINECS)
253-010-4
Created by admin on Fri Dec 15 15:10:54 GMT 2023 , Edited by admin on Fri Dec 15 15:10:54 GMT 2023
PRIMARY
NSC
168217
Created by admin on Fri Dec 15 15:10:54 GMT 2023 , Edited by admin on Fri Dec 15 15:10:54 GMT 2023
PRIMARY
PUBCHEM
9886373
Created by admin on Fri Dec 15 15:10:54 GMT 2023 , Edited by admin on Fri Dec 15 15:10:54 GMT 2023
PRIMARY
CAS
36392-66-2
Created by admin on Fri Dec 15 15:10:54 GMT 2023 , Edited by admin on Fri Dec 15 15:10:54 GMT 2023
PRIMARY
SMS_ID
100000078830
Created by admin on Fri Dec 15 15:10:54 GMT 2023 , Edited by admin on Fri Dec 15 15:10:54 GMT 2023
PRIMARY
FDA UNII
3DHV2K82D1
Created by admin on Fri Dec 15 15:10:54 GMT 2023 , Edited by admin on Fri Dec 15 15:10:54 GMT 2023
PRIMARY