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Details

Stereochemistry EPIMERIC
Molecular Formula C17H24NO3.NO3
Molecular Weight 352.3823
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METHYLHOMATROPINE NITRATE

SMILES

[O-][N+]([O-])=O.C[N+]1(C)[C@H]2CC[C@@H]1C[C@@H](C2)OC(=O)C(O)C3=CC=CC=C3

InChI

InChIKey=DRTHYWDOFIVHKK-RIMUKSHESA-N
InChI=1S/C17H24NO3.NO3/c1-18(2)13-8-9-14(18)11-15(10-13)21-17(20)16(19)12-6-4-3-5-7-12;2-1(3)4/h3-7,13-16,19H,8-11H2,1-2H3;/q+1;-1/t13-,14+,15+,16?;

HIDE SMILES / InChI

Molecular Formula NO3
Molecular Weight 62.0049
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C17H24NO3
Molecular Weight 290.3774
Charge 1
Count
Stereochemistry MIXED
Additional Stereochemistry No
Defined Stereocenters 3 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Homatropine methylbromide or Methylhomatropine bromide is a quaternary ammonium salt of methylhomatropine. It is a peripherally acting anticholinergic medication that inhibits muscarinic acetylcholine receptors and thus the parasympathetic nervous system. Certain preparations of drugs such as hydrocodone are mixed with a small, sub-therapeutic amount of homatropine methylbromide to discourage intentional overdose.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
350.0 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
PARATROPINA

Approved Use

For spasmodic pains & disorders of the GIT eg irritable colon, mucous colitis, colicky pains, peptic ulcer, pylorospasm, cardiospasm, flatulence, nausea, vomiting & hyperacidity
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Structure-activity requirements for hypotension and alpha-adrenergic receptor blockade by analogues of atropine.
1983 May 20
Patents

Patents

Sample Use Guides

Oral administration: 40 drops of paratropin should be dissolved in a glass of water and administered orally.
Route of Administration: Oral
In Vitro Use Guide
The brains from SD rats were removed following decapitation, dissected free of membranes, and the cerebella discarded. Tissues were then homogenized with a Brinkmann Polytron in 20 vol of ice cold Tris-HCl buffer (50 mM, pH 7.7). The homogenates were centrifuged at 40000 × g for 10 min at 4°C and the pellets resuspended in the buffer at a concentration of 50 mg wet weight/ml. Radioligand displacement binding studies were performed using 0.06 nM of [3H]QNB and 0.2-0.4 mg protein. The Kd value for [3H]QNB was previously determined in our laboratory to be 0.1 nM. Analysis of the results was performed as described above. Methylhomatropine displaces radioligand with Ki of 350 nM.
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:31:59 GMT 2023
Edited
by admin
on Sat Dec 16 08:31:59 GMT 2023
Record UNII
6CG939TH70
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
METHYLHOMATROPINE NITRATE
WHO-DD  
Common Name English
8-AZONIABICYCLO(3.2.1)OCTANE, 3-((HYDROXYPHENYLACETYL)OXY)-8,8-DIMETHYL-, ENDO-, NITRATE (SALT)
Common Name English
N-METHYLHOMATROPINIUM NITRATE
Common Name English
8-AZONIABICYCLO(3.2.1)OCTANE, 3-((2-HYDROXY-2-PHENYLACETYL)OXY)-8,8-DIMETHYL-, (3-ENDO)-, NITRATE (1:1)
Systematic Name English
8-AZONIABICYCLO(3.2.1)OCTANE, 3-((HYDROXYPHENYLACETYL)OXY)-8,8-DIMETHYL-, ENDO-(±)-, NITRATE (SALT)
Common Name English
Methylhomatropine nitrate [WHO-DD]
Common Name English
ATOXATRIN
Brand Name English
ATOX-ATROPIN
Brand Name English
Code System Code Type Description
CAS
60539-03-9
Created by admin on Sat Dec 16 08:31:59 GMT 2023 , Edited by admin on Sat Dec 16 08:31:59 GMT 2023
PRIMARY
EVMPD
SUB72785
Created by admin on Sat Dec 16 08:31:59 GMT 2023 , Edited by admin on Sat Dec 16 08:31:59 GMT 2023
PRIMARY
FDA UNII
6CG939TH70
Created by admin on Sat Dec 16 08:31:59 GMT 2023 , Edited by admin on Sat Dec 16 08:31:59 GMT 2023
PRIMARY
EPA CompTox
DTXSID90975950
Created by admin on Sat Dec 16 08:31:59 GMT 2023 , Edited by admin on Sat Dec 16 08:31:59 GMT 2023
PRIMARY
SMS_ID
100000135957
Created by admin on Sat Dec 16 08:31:59 GMT 2023 , Edited by admin on Sat Dec 16 08:31:59 GMT 2023
PRIMARY
CAS
18850-17-4
Created by admin on Sat Dec 16 08:31:59 GMT 2023 , Edited by admin on Sat Dec 16 08:31:59 GMT 2023
SUPERSEDED
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY