{
  "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": "41108bd1-f487-461a-986c-5c8866dcd39f",
          "code": "1693-66-9",
          "type": "PRIMARY",
          "url": "https://commonchemistry.cas.org/detail?cas_rn=1693-66-9",
          "code_system": "CAS",
          "references": [
            "eedd9f49-5680-4c29-adff-071f493971c3",
            "5b505598-4f88-450c-9815-a166755d5120"
          ]
        },
        {
          "uuid": "0db8bd65-be71-4878-bf05-d38466533c13",
          "code": "644000",
          "type": "PRIMARY",
          "url": "https://pubchem.ncbi.nlm.nih.gov/compound/644000",
          "code_system": "PUBCHEM",
          "references": [
            "eedd9f49-5680-4c29-adff-071f493971c3"
          ]
        },
        {
          "uuid": "b314ae54-a06d-6968-166b-1cafad5f6db0",
          "code": "DTXSID10349250",
          "type": "PRIMARY",
          "url": "https://comptox.epa.gov/dashboard/chemical/details/DTXSID10349250",
          "code_system": "EPA CompTox",
          "references": [
            "e7fa5d0a-6178-078a-e047-6db1d5b0068e"
          ]
        },
        {
          "uuid": "7e6c8766-1ee1-441b-aa18-c9bf493b76e4",
          "code": "7UDF5TX27X",
          "type": "PRIMARY",
          "code_system": "FDA UNII"
        }
      ],
      "relationships": [
        {
          "uuid": "b6e32bef-5754-4f72-8583-046e56cc43e4",
          "type": "RACEMATE->ENANTIOMER",
          "related_substance": {
            "uuid": "35f1c2e7-cab5-4856-a721-9b987348861d",
            "refuuid": "947a15e3-7fe9-4ed1-bd40-4693ae32e1b7",
            "name": "HYDROXYAMPHETAMINE",
            "unii": "FQR280JW2N",
            "linking_id": "FQR280JW2N",
            "ref_pname": "HYDROXYAMPHETAMINE",
            "substance_class": "reference"
          }
        },
        {
          "uuid": "bca6f6ef-77e2-4ec2-88f9-015087b5935d",
          "type": "PARENT->METABOLITE",
          "references": [
            "2a8349b0-e55b-eea7-804a-288b4e96659d"
          ],
          "related_substance": {
            "uuid": "e6c9485d-63c2-4463-81a0-f357d3883880",
            "refuuid": "5011382e-879d-4a4e-9307-46621a7d0a53",
            "name": "DEXTROAMPHETAMINE",
            "unii": "TZ47U051FI",
            "linking_id": "TZ47U051FI",
            "ref_pname": "DEXTROAMPHETAMINE",
            "substance_class": "reference"
          }
        },
        {
          "uuid": "5085defd-3e11-4045-8657-22cc28365cac",
          "amount": {
            "uuid": "7802af3d-5d08-4bec-8b11-d5bf2b372441"
          },
          "type": "SALT/SOLVATE->PARENT",
          "references": [
            "a3ec2281-e806-4104-a16c-b1db181a425e"
          ],
          "related_substance": {
            "uuid": "38438a5e-c44b-4f77-a820-9b21d75d540a",
            "refuuid": "9f087c23-e3c3-44b0-bd68-1a9e3ab15941",
            "name": "HYDROXYAMPHETAMINE HYDROCHLORIDE, (S)-",
            "unii": "NUC8UX4SRF",
            "linking_id": "NUC8UX4SRF",
            "ref_pname": "HYDROXYAMPHETAMINE HYDROCHLORIDE, (S)-"
          }
        }
      ],
      "substance_class": "chemical",
      "names": [
        {
          "uuid": "3926c00c-3186-43de-8f94-9742725ddfae",
          "name": "(+)-P-HYDROXYAMPHETAMINE",
          "stdName": "(+)-P-HYDROXYAMPHETAMINE",
          "type": "cn",
          "languages": [
            "en"
          ],
          "preferred": false,
          "references": [
            "38ed501e-762f-4ffa-801e-db1fac20c691"
          ],
          "display_name": false
        },
        {
          "uuid": "ffb7ad42-3e2c-45eb-8963-234a41ee56e9",
          "name": "(+)-PAREDRINE",
          "stdName": "(+)-PAREDRINE",
          "type": "cn",
          "languages": [
            "en"
          ],
          "preferred": false,
          "references": [
            "38ed501e-762f-4ffa-801e-db1fac20c691"
          ],
          "display_name": false
        },
        {
          "uuid": "b97bfe19-cb75-4672-897a-3b61997edc83",
          "name": "(S)-P-HYDROXYAMPHETAMINE",
          "stdName": "(S)-P-HYDROXYAMPHETAMINE",
          "type": "cn",
          "languages": [
            "en"
          ],
          "preferred": false,
          "references": [
            "38ed501e-762f-4ffa-801e-db1fac20c691"
          ],
          "display_name": false
        },
        {
          "uuid": "c0f91671-635f-4d2d-8db3-a32b3288a6fe",
          "name": "4-HYDROXY-DEXTROAMPHETAMINE",
          "stdName": "4-HYDROXY-DEXTROAMPHETAMINE",
          "type": "cn",
          "languages": [
            "en"
          ],
          "preferred": false,
          "references": [
            "78c31776-ca88-4a9e-80b5-928ac3dc9311"
          ],
          "display_name": true
        },
        {
          "uuid": "105472b3-a9cb-45f2-b8d3-64120ee6a023",
          "name": "D-P-HYDROXYAMPHETAMINE",
          "stdName": "D-P-HYDROXYAMPHETAMINE",
          "type": "cn",
          "languages": [
            "en"
          ],
          "preferred": false,
          "references": [
            "38ed501e-762f-4ffa-801e-db1fac20c691"
          ],
          "display_name": false
        },
        {
          "uuid": "66da0da5-0c70-42fe-acdb-78a8cb148ef2",
          "name": "HYDROXYAMPHETAMINE, (S)-",
          "stdName": "HYDROXYAMPHETAMINE, (S)-",
          "type": "sys",
          "languages": [
            "en"
          ],
          "preferred": false,
          "references": [
            "84c4984b-a711-4ad0-b64e-20a0e36afb76"
          ],
          "display_name": false
        },
        {
          "uuid": "a9257810-ca39-4034-8f10-5c6e4b9762dc",
          "name": "PHENOL, 4-((2S)-2-AMINOPROPYL)-",
          "stdName": "PHENOL, 4-((2S)-2-AMINOPROPYL)-",
          "type": "sys",
          "languages": [
            "en"
          ],
          "preferred": false,
          "references": [
            "38ed501e-762f-4ffa-801e-db1fac20c691"
          ],
          "display_name": false
        }
      ],
      "references": [
        {
          "uuid": "78c31776-ca88-4a9e-80b5-928ac3dc9311",
          "citation": "FDA_SRS",
          "doc_type": "SRS",
          "public_domain": true,
          "tags": [
            "NOMEN",
            "PUBLIC_DOMAIN_RELEASE",
            "AUTO_SELECTED"
          ]
        },
        {
          "uuid": "38ed501e-762f-4ffa-801e-db1fac20c691",
          "citation": "STN",
          "doc_type": "SRS",
          "public_domain": true,
          "tags": [
            "NOMEN"
          ]
        },
        {
          "uuid": "84c4984b-a711-4ad0-b64e-20a0e36afb76",
          "citation": "FDA_SRSS",
          "doc_type": "SRS",
          "public_domain": true,
          "tags": [
            "NOMEN"
          ]
        },
        {
          "uuid": "eedd9f49-5680-4c29-adff-071f493971c3",
          "citation": "SRS CODE IMPORT",
          "doc_type": "SRS",
          "public_domain": true,
          "document_date": 1493392473000,
          "tags": [
            "NOMEN"
          ]
        },
        {
          "uuid": "c97c21db-a62d-451b-8e46-e757e5331c25",
          "citation": "SRS import [7UDF5TX27X]",
          "url": "http://fdasis.nlm.nih.gov/srs/srsdirect.jsp?regno=7UDF5TX27X",
          "doc_type": "SRS",
          "public_domain": true,
          "document_date": 1493392473000,
          "tags": [
            "NOMEN"
          ]
        },
        {
          "uuid": "e7fa5d0a-6178-078a-e047-6db1d5b0068e",
          "citation": "WEBSITE",
          "url": "https://comptox.epa.gov/dashboard/dsstoxdb/results?utf8=%E2%9C%93&search=1693-66-9",
          "doc_type": "WEBSITE",
          "public_domain": true,
          "tags": [
            "NOMEN",
            "PUBLIC_DOMAIN_RELEASE"
          ]
        },
        {
          "uuid": "2a8349b0-e55b-eea7-804a-288b4e96659d",
          "citation": "https://www.accessdata.fda.gov/drugsatfda_docs/nda/2007/021977s000_ClinPharmR.pdf",
          "doc_type": "NDA PUBLIC REVIEW",
          "public_domain": true,
          "tags": [
            "PUBLIC_DOMAIN_RELEASE"
          ]
        },
        {
          "uuid": "5b505598-4f88-450c-9815-a166755d5120",
          "citation": "STN",
          "doc_type": "STN (SCIFINDER)",
          "public_domain": true
        },
        {
          "uuid": "a3ec2281-e806-4104-a16c-b1db181a425e",
          "citation": "STN",
          "doc_type": "STN (SCIFINDER)",
          "public_domain": true
        }
      ],
      "definition_type": "PRIMARY",
      "moieties": [
        {
          "uuid": "73e2c341-0580-4c66-91dc-2ca1a2bb1b7b",
          "id": "73e2c341-0580-4c66-91dc-2ca1a2bb1b7b",
          "molfile": "\n  Marvin  01132106002D          \n\n 11 11  0  0  1  0            999 V2000\n    4.8676   -4.0018    0.0000 C   0  0  2  0  0  0  0  0  0  2  0  0\n    4.8676   -4.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    5.5831   -3.5910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0\n    4.1541   -3.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    3.4387   -3.9984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    2.7251   -3.5842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    2.0078   -3.9950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    2.0078   -4.8200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    1.2923   -5.2308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0\n    2.7212   -5.2342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    3.4387   -4.8234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n  1  2  1  0  0  0  0\n  1  3  1  1  0  0  0\n  4  1  1  0  0  0  0\n  5  4  1  0  0  0  0\n  5  6  1  0  0  0  0\n 11  5  2  0  0  0  0\n  6  7  2  0  0  0  0\n  7  8  1  0  0  0  0\n  8  9  1  0  0  0  0\n  8 10  2  0  0  0  0\n 10 11  1  0  0  0  0\nM  END",
          "smiles": "C[C@@H](Cc1ccc(cc1)O)N",
          "formula": "C9H13NO",
          "atropisomerism": "No",
          "charge": 0,
          "count": 1,
          "stereochemistry": "ABSOLUTE",
          "count_amount": {
            "type": "MOL RATIO",
            "average": 1,
            "units": "MOL RATIO",
            "uuid": "f984155b-b5f6-4818-8233-5dad15a8c4c1"
          },
          "defined_stereo": 1,
          "ez_centers": 0,
          "molecular_weight": "151.206",
          "optical_activity": "UNSPECIFIED",
          "stereo_centers": 1
        }
      ],
      "definition_level": "COMPLETE",
      "uuid": "8e51ed46-e3ab-4081-a77e-c6053ea41817",
      "version": "6",
      "structure": {
        "id": "39693fa7-63cd-4b33-8c45-41edf3bbcd13",
        "molfile": "\n  Marvin  01132103032D          \n\n 11 11  0  0  1  0            999 V2000\n    2.0078   -3.9950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    2.7251   -3.5842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    3.4387   -3.9984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    4.1541   -3.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    4.8676   -4.0018    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0\n    4.8676   -4.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    5.5831   -3.5910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0\n    3.4387   -4.8234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    2.7212   -5.2342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    2.0078   -4.8200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n    1.2923   -5.2308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0\n  2  1  1  0  0  0  0\n  3  2  2  0  0  0  0\n  3  4  1  0  0  0  0\n  4  5  1  0  0  0  0\n  5  6  1  1  0  0  0\n  5  7  1  0  0  0  0\n  8  3  1  0  0  0  0\n  9  8  2  0  0  0  0\n 10  9  1  0  0  0  0\n  1 10  2  0  0  0  0\n 10 11  1  0  0  0  0\nM  END",
        "smiles": "C[C@@H](Cc1ccc(cc1)O)N",
        "formula": "C9H13NO",
        "atropisomerism": "No",
        "charge": 0,
        "count": 1,
        "stereochemistry": "ABSOLUTE",
        "defined_stereo": 1,
        "ez_centers": 0,
        "molecular_weight": "151.206",
        "optical_activity": "UNSPECIFIED",
        "references": [
          "c97c21db-a62d-451b-8e46-e757e5331c25",
          "38ed501e-762f-4ffa-801e-db1fac20c691"
        ],
        "stereo_centers": 1
      },
      "unii": "7UDF5TX27X"
    }
  ]
}