{
  "meta": {
    "disclaimer": "Do not rely on openFDA to make decisions regarding medical care. While we make every effort to ensure that data is accurate, you should assume all results are unvalidated. We may limit or otherwise restrict your access to the API in line with our Terms of Service.",
    "terms": "https://open.fda.gov/terms/",
    "license": "https://open.fda.gov/license/",
    "last_updated": "2025-09-19",
    "results": {
      "skip": 0,
      "limit": 1,
      "total": 1
    }
  },
  "results": [
    {
      "codes": [
        {
          "uuid": "3ce23172-a5d1-4115-8e4d-aa2276379510",
          "code": "N05CM12",
          "comments": "ATC|NERVOUS SYSTEM|PSYCHOLEPTICS|HYPNOTICS AND SEDATIVES|Other hypnotics and sedatives|apronal",
          "type": "PRIMARY",
          "url": "http://www.whocc.no/atc_ddd_index/?code=N05CM12&showdescription=yes",
          "code_system": "WHO-ATC",
          "references": [
            "330fab5b-429f-41c4-a5db-4d826752cce0"
          ]
        },
        {
          "uuid": "f71e22c8-06dc-4e37-9f0c-fcd71997eb80",
          "code": "528-92-7",
          "type": "PRIMARY",
          "url": "https://commonchemistry.cas.org/detail?cas_rn=528-92-7",
          "code_system": "CAS",
          "references": [
            "330fab5b-429f-41c4-a5db-4d826752cce0",
            "93473a7c-2cd9-46d5-b794-967fb56bff33"
          ]
        },
        {
          "uuid": "1f1601e2-c5c4-45b3-b4d3-c69daf81ab77",
          "code": "C005700",
          "type": "PRIMARY",
          "url": "http://www.ncbi.nlm.nih.gov/mesh/67005700",
          "code_system": "MESH",
          "references": [
            "330fab5b-429f-41c4-a5db-4d826752cce0"
          ]
        },
        {
          "uuid": "c6bb33da-a413-49c7-8c52-bb23cb5edf8c",
          "code": "APRONAL",
          "type": "PRIMARY",
          "url": "https://en.wikipedia.org/wiki/Apronal",
          "code_system": "WIKIPEDIA",
          "references": [
            "330fab5b-429f-41c4-a5db-4d826752cce0"
          ]
        },
        {
          "uuid": "041bba07-d504-4c05-8a11-9502ef2abb1a",
          "code": "QN05CM12",
          "comments": "VATC|PSYCHOLEPTICS|HYPNOTICS AND SEDATIVES|Other hypnotics and sedatives|apronal",
          "type": "PRIMARY",
          "url": "http://www.whocc.no/atcvet/atcvet_index/?code=QN05CM12&showdescription=yes",
          "code_system": "WHO-VATC",
          "references": [
            "330fab5b-429f-41c4-a5db-4d826752cce0"
          ]
        },
        {
          "uuid": "374bf411-269c-4e97-acee-eb24b49cedb3",
          "code": "208-443-3",
          "type": "PRIMARY",
          "url": "https://echa.europa.eu/substance-information/-/substanceinfo/100.007.677",
          "code_system": "ECHA (EC/EINECS)",
          "references": [
            "330fab5b-429f-41c4-a5db-4d826752cce0"
          ]
        },
        {
          "uuid": "eb87605c-0a69-4e27-830b-cf4ff0467a16",
          "code": "m568",
          "comments": "Merck Index",
          "type": "PRIMARY",
          "url": "https://merckindex.rsc.org/monographs/m568?q=authorize",
          "code_system": "MERCK INDEX",
          "references": [
            "330fab5b-429f-41c4-a5db-4d826752cce0"
          ]
        },
        {
          "uuid": "b3457853-da32-4ad5-92dc-2f158fdb3c17",
          "code": "SUB21571",
          "type": "PRIMARY",
          "code_system": "EVMPD",
          "references": [
            "330fab5b-429f-41c4-a5db-4d826752cce0"
          ]
        },
        {
          "uuid": "7b17a961-2c26-4706-95bc-eb854bda3a13",
          "code": "10715",
          "type": "PRIMARY",
          "url": "https://pubchem.ncbi.nlm.nih.gov/compound/10715",
          "code_system": "PUBCHEM",
          "references": [
            "330fab5b-429f-41c4-a5db-4d826752cce0"
          ]
        },
        {
          "uuid": "db212f05-2239-41bc-e68e-aa0933d10686",
          "code": "3678",
          "type": "PRIMARY",
          "url": "https://drugcentral.org/drugcard/3678",
          "code_system": "DRUG CENTRAL",
          "references": [
            "837ee4d5-0706-ffc9-3a27-a4e5e0fe3017"
          ]
        },
        {
          "uuid": "0c05f6f9-9bfe-27b3-46bb-c3e04b74ff1a",
          "code": "DB13221",
          "type": "PRIMARY",
          "url": "http://www.drugbank.ca/drugs/DB13221",
          "code_system": "DRUG BANK",
          "references": [
            "837ee4d5-0706-ffc9-3a27-a4e5e0fe3017"
          ]
        },
        {
          "uuid": "56e4af9b-8803-4358-b178-64e72fa3ab66",
          "code": "V18J24E25E",
          "type": "PRIMARY",
          "code_system": "FDA UNII"
        },
        {
          "uuid": "0b44c2b3-695a-0443-c6ed-07e70a7dbf0b",
          "code": "DTXSID00862125",
          "type": "PRIMARY",
          "url": "https://comptox.epa.gov/dashboard/chemical/details/DTXSID00862125",
          "code_system": "EPA CompTox",
          "references": [
            "837ee4d5-0706-ffc9-3a27-a4e5e0fe3017"
          ]
        },
        {
          "uuid": "258ba6f9-a97f-4a6b-bc4d-421f0df8d325",
          "code": "100000084902",
          "type": "PRIMARY",
          "code_system": "SMS_ID",
          "references": [
            "76d114a5-7446-802e-7264-a4012ad5e8a3"
          ]
        }
      ],
      "relationships": [
        {
          "uuid": "64ef413f-d47c-43f8-94db-732b41ed6448",
          "type": "ACTIVE MOIETY",
          "related_substance": {
            "uuid": "f236bff5-721d-44b6-84e8-302fa52a1c19",
            "refuuid": "a6285caa-ad22-464a-9021-ee0475fef1b3",
            "name": "APRONALIDE",
            "unii": "V18J24E25E",
            "linking_id": "V18J24E25E",
            "ref_pname": "APRONALIDE",
            "substance_class": "reference"
          }
        }
      ],
      "substance_class": "chemical",
      "names": [
        {
          "uuid": "27a9364e-f8bb-4cfd-a36f-65d1b1f876a5",
          "name": "(±)-APRONALIDE",
          "stdName": "(+/-)-APRONALIDE",
          "type": "cn",
          "languages": [
            "en"
          ],
          "preferred": false,
          "references": [
            "d02927c3-a9e7-4352-96ab-162ccf9973cf",
            "e982adaf-f1b7-4f24-8373-a77eb51765dd"
          ],
          "display_name": false
        },
        {
          "uuid": "90606fed-058e-40a6-9abf-9e80566a4af3",
          "name": "APRONAL",
          "stdName": "APRONAL",
          "type": "cn",
          "languages": [
            "en"
          ],
          "preferred": false,
          "references": [
            "901d2cae-ae19-40a2-8ead-d040ea9df550",
            "86cfba31-f06e-4bee-8d1c-7c7183965be4",
            "1d68e676-7490-4203-ba38-d1a1cda35a1c",
            "e982adaf-f1b7-4f24-8373-a77eb51765dd"
          ],
          "display_name": false
        },
        {
          "uuid": "d4bd72f8-feec-40b9-a9f6-0003cbfbed6e",
          "name": "APRONALIDE",
          "stdName": "APRONALIDE",
          "type": "cn",
          "languages": [
            "en"
          ],
          "preferred": false,
          "references": [
            "901d2cae-ae19-40a2-8ead-d040ea9df550",
            "535c5171-6870-48c7-8a07-9c21011912d9",
            "e982adaf-f1b7-4f24-8373-a77eb51765dd"
          ],
          "display_name": true
        },
        {
          "uuid": "f8286dd7-46f5-4dc2-87cb-65d1c76bba72",
          "name": "APRONALIDE [MI]",
          "stdName": "APRONALIDE [MI]",
          "type": "cn",
          "languages": [
            "en"
          ],
          "preferred": false,
          "references": [
            "901d2cae-ae19-40a2-8ead-d040ea9df550",
            "e982adaf-f1b7-4f24-8373-a77eb51765dd"
          ],
          "display_name": false
        },
        {
          "uuid": "b00bd298-0283-4694-b5d4-ac622d4f01d6",
          "name": "APRONALIDE, (±)-",
          "stdName": "APRONALIDE, (+/-)-",
          "type": "cn",
          "languages": [
            "en"
          ],
          "preferred": false,
          "references": [
            "d02927c3-a9e7-4352-96ab-162ccf9973cf",
            "e982adaf-f1b7-4f24-8373-a77eb51765dd"
          ],
          "display_name": false
        },
        {
          "uuid": "0989e159-1b40-9d24-c27f-d0c939efde57",
          "name": "Apronal [WHO-DD]",
          "stdName": "APRONAL [WHO-DD]",
          "type": "cn",
          "languages": [
            "en"
          ],
          "preferred": false,
          "references": [
            "0c5cb84e-706e-3c0e-e4cf-ad2b25dac248"
          ],
          "display_name": false
        },
        {
          "uuid": "15c408d7-77d8-4ea6-bd16-7ffae8305544",
          "name": "N-(AMINOCARBONYL)-2-(1-METHYLETHYL)-4-PENTENAMIDE",
          "stdName": "N-(AMINOCARBONYL)-2-(1-METHYLETHYL)-4-PENTENAMIDE",
          "type": "sys",
          "languages": [
            "en"
          ],
          "preferred": false,
          "references": [
            "901d2cae-ae19-40a2-8ead-d040ea9df550",
            "e982adaf-f1b7-4f24-8373-a77eb51765dd"
          ],
          "display_name": false
        }
      ],
      "references": [
        {
          "uuid": "901d2cae-ae19-40a2-8ead-d040ea9df550",
          "citation": "MERCK",
          "doc_type": "SRS",
          "public_domain": true,
          "tags": [
            "NOMEN",
            "PUBLIC_DOMAIN_RELEASE",
            "AUTO_SELECTED"
          ]
        },
        {
          "uuid": "e982adaf-f1b7-4f24-8373-a77eb51765dd",
          "citation": "MERCK INDEX",
          "doc_type": "MERCK INDEX",
          "public_domain": true,
          "tags": [
            "NOMEN"
          ]
        },
        {
          "uuid": "d02927c3-a9e7-4352-96ab-162ccf9973cf",
          "citation": "FDA_SRS",
          "doc_type": "SRS",
          "public_domain": true,
          "tags": [
            "NOMEN"
          ]
        },
        {
          "uuid": "1d68e676-7490-4203-ba38-d1a1cda35a1c",
          "citation": "WHO-DD",
          "doc_type": "SRS",
          "public_domain": true,
          "tags": [
            "NOMEN"
          ]
        },
        {
          "uuid": "330fab5b-429f-41c4-a5db-4d826752cce0",
          "citation": "SRS CODE IMPORT",
          "doc_type": "SRS",
          "public_domain": true,
          "document_date": 1493390864000,
          "tags": [
            "NOMEN"
          ]
        },
        {
          "uuid": "cd637fc9-3081-417c-86d5-101ac6fcb63a",
          "citation": "SRS import [V18J24E25E]",
          "url": "http://fdasis.nlm.nih.gov/srs/srsdirect.jsp?regno=V18J24E25E",
          "doc_type": "SRS",
          "public_domain": true,
          "document_date": 1493390864000,
          "tags": [
            "NOMEN"
          ]
        },
        {
          "uuid": "32ff14ad-21db-4ec1-b189-1fd367738ba1",
          "citation": "merck",
          "doc_type": "SRS",
          "public_domain": true,
          "tags": [
            "NOMEN"
          ]
        },
        {
          "uuid": "86cfba31-f06e-4bee-8d1c-7c7183965be4",
          "citation": "APRONAL [WHO-DD]",
          "doc_type": "SRS_LOCATOR",
          "public_domain": true
        },
        {
          "uuid": "535c5171-6870-48c7-8a07-9c21011912d9",
          "citation": "APRONALIDE [MI]",
          "doc_type": "SRS_LOCATOR",
          "public_domain": true
        },
        {
          "uuid": "837ee4d5-0706-ffc9-3a27-a4e5e0fe3017",
          "doc_type": "SYSTEM",
          "public_domain": true
        },
        {
          "uuid": "93473a7c-2cd9-46d5-b794-967fb56bff33",
          "citation": "STN",
          "doc_type": "STN (SCIFINDER)",
          "public_domain": true
        },
        {
          "uuid": "0c5cb84e-706e-3c0e-e4cf-ad2b25dac248",
          "citation": "WHO-DD",
          "doc_type": "WHO DRUG DICTIONARY",
          "public_domain": true
        },
        {
          "uuid": "76d114a5-7446-802e-7264-a4012ad5e8a3",
          "citation": "EU-SRS",
          "doc_type": "EMA LIST",
          "public_domain": true
        }
      ],
      "definition_type": "PRIMARY",
      "moieties": [
        {
          "uuid": "9c44752f-1a1f-42b3-be8c-392ad651a0d1",
          "id": "9c44752f-1a1f-42b3-be8c-392ad651a0d1",
          "molfile": "\n  Marvin  01132108072D          \n\n 13 12  0  0  0  0            999 V2000\n    5.7356   -1.7540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    5.0278   -1.3376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    5.0174   -0.5205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    4.3069   -1.7488    0.0000 C   0  0  0  0  0  0  0  0  0  3  0  0\n    4.2991   -2.5972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    5.0122   -3.0058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    5.0226   -3.8307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    3.5730   -1.3324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    3.5835   -0.5101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0\n    2.8600   -1.7644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0\n    2.1365   -1.3220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    1.4261   -1.7566    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0\n    2.1443   -0.5048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0\n  1  2  1  0  0  0  0\n  3  2  1  0  0  0  0\n  2  4  1  0  0  0  0\n  4  5  1  0  0  0  0\n  4  8  1  0  0  0  0\n  6  5  1  0  0  0  0\n  7  6  2  0  0  0  0\n  9  8  2  0  0  0  0\n  8 10  1  0  0  0  0\n 11 10  1  0  0  0  0\n 12 11  1  0  0  0  0\n 13 11  2  0  0  0  0\nM  END",
          "smiles": "C=CCC(C(C)C)C(=O)NC(=O)N",
          "formula": "C9H16N2O2",
          "atropisomerism": "No",
          "charge": 0,
          "count": 1,
          "stereochemistry": "RACEMIC",
          "count_amount": {
            "type": "MOL RATIO",
            "average": 1,
            "units": "MOL RATIO",
            "uuid": "22aa553d-6df7-45b3-a532-266321ff59bb"
          },
          "defined_stereo": 0,
          "ez_centers": 0,
          "molecular_weight": "184.2359",
          "optical_activity": "( + / - )",
          "stereo_centers": 1
        }
      ],
      "definition_level": "COMPLETE",
      "uuid": "a6285caa-ad22-464a-9021-ee0475fef1b3",
      "version": "9",
      "structure": {
        "id": "7f4804a6-e179-4882-a750-f59c30631a1a",
        "molfile": "\n  Marvin  01132106372D          \n\n 13 12  0  0  0  0            999 V2000\n    2.8600   -1.7644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0\n    3.5730   -1.3324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    2.1365   -1.3220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    4.3069   -1.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    3.5835   -0.5101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0\n    2.1443   -0.5048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0\n    1.4261   -1.7566    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0\n    5.0122   -3.0058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    5.0226   -3.8307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    5.0278   -1.3376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    4.2991   -2.5972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    5.7356   -1.7540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    5.0174   -0.5205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n  2  1  1  0  0  0  0\n  3  1  1  0  0  0  0\n  4  2  1  0  0  0  0\n  5  2  2  0  0  0  0\n  6  3  2  0  0  0  0\n  7  3  1  0  0  0  0\n  8 11  1  0  0  0  0\n  9  8  2  0  0  0  0\n 10  4  1  0  0  0  0\n  4 11  1  0  0  0  0\n 12 10  1  0  0  0  0\n 13 10  1  0  0  0  0\nM  END",
        "smiles": "C=CCC(C(C)C)C(=O)NC(=O)N",
        "formula": "C9H16N2O2",
        "atropisomerism": "No",
        "charge": 0,
        "count": 1,
        "stereochemistry": "RACEMIC",
        "defined_stereo": 0,
        "ez_centers": 0,
        "molecular_weight": "184.2359",
        "optical_activity": "( + / - )",
        "references": [
          "cd637fc9-3081-417c-86d5-101ac6fcb63a",
          "32ff14ad-21db-4ec1-b189-1fd367738ba1"
        ],
        "stereo_centers": 1
      },
      "unii": "V18J24E25E"
    }
  ]
}